Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 1113-21-9, 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 3,7,11,15-Tetramethylhexadeca-1,6,10,14-tetraen-3-ol

Example 5: 5E,9E,13E-Geranylgeranyl Acetone Synthesis[0141] Alternative synthesis of 5-trans Isomer: 5E,9E,13E-Geranylgeranyl acetone 1: The alternative synthesis of 5E,9E,13E-geranylgeranyl acetone 1 can be achieved as shown in the scheme-5.Scheme 5:[0142] The 5E, 9E, 13E-geranyl geranyl acetone (1) can be prepared by reacting 6E-10E- geranyl linalool (23) with diketene (24) catalyzed by DMAP in ethyl ether to give the ester 25. The ester 25 in the Carroll rearrangement using Al(OiPr)3 at elevated temperature can afford the desired 5E, 9E, 13E-geranyl geranyl acetone (1). In another approach, the GGA (1) can be prepared by treating geranyl linalool (23) with the Meldrum’s acid 26 in the Carroll rearrangement using Al(OiPr)3 at 160 C. Similarly, the use of tert-butyl acetoacetate (27) with geranyl linalool (23) in the Carroll rearrangement can also give the desired 5E, 9E, 13E-geranyl geranyl acetone (1).

The synthetic route of 1113-21-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COYOTE PHARMACEUTICALS, INC.; BARRES, Ben A.; NAKAYAMA, Naoki; SERIZAWA, Hiroaki; ARGADE, Ankush B.; WO2012/31028; (2012); A2;,
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Related Products of 329218-12-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 329218-12-4 as follows.

To a stirred solution of 4-chloro-3-bromophenyl-methanol (cited in Amgen patent WO03099776) (900 mg, 4.06 mmol) in 2-methyl-tetrahydrofuran (15 ml) was added potassium hydroxide (912 mg, 16.3 mmol) and the resulting suspension was stirred at room temperature for 30 minutes, lodomethane (1.01 ml, 4.00 mmol) was then added and the reaction was stirred for 16 hours at room temperature. LCMS indicated incomplete reaction. Potassium hydroxide (912 mg, 16.3 mmol) was added and the resulting mixture stirred for 5 minutes before adding further iodomethane (4.04 ml, 16 mmol) and stirring was continued for 3 hours at room temperature. Ethyl acetate (60 ml) and saturated brine solution (30 ml) were added and the layers were separated. The organic extract was further washed with saturated brine solution (2 x 30 ml) then dried over anhydrous MgSO4 (s), filtered and evaporated in vacuo to afford the crude title compound as a yellow oil (901 mg, 94%).1HNMR (CZ6-DMSO): 3.40 (s, 3H), 4.21 (s, 2H), 5.50 (br s, 2H), 7.21 (dd, 1 H), 7.42 (d, 1 H), 7.60 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,329218-12-4, its application will become more common.

Reference:
Patent; PFIZER LIMITED; WO2008/135826; (2008); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 2077-19-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.

General procedure: General Procedure C: To vial equipped with a stir bar and placed under argon atmosphere was added N- ((S)-l-(3-(4-chloro-l-methyl-3-(methylsulfonamido)-lH-indazol-7-yl)-4-oxo-7-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydroquinazolin-2-yl)-2-(3,5- difluorophenyl)ethyl)-2-((3bS,4aR)-3-(difluoromethyl)-5,5-difluoro-3b,4,4a,5-tetrahydro- lH-cyclopropa[3,4]cyclopenta[l,2-c]pyrazol-l-yl)acetamide (1 equiv, typically 25-50 mg), the appropriate aryl halide/heteroaryl halide (3 equiv), potassium acetate (2.6 equiv) and Pd(PPh3)4 (0.2 equiv). The vial was sealed with a septum capped. To the vial was added l,4-dioxane:water (4: 1) to afford a reaction volume 0.05M in boronic ester. The reaction solution was degassed with argon. The reaction mixture was stirred at 90 C for 5h or l6h. Upon cooling to ambient temperature, the reaction mixture was concentrated in vacuo and the resulting residue was subjected to HPLC purification to afford the indicated product. Alternately, (S)-2-(3-cyclopropyl-lH-pyrazol-l-yl)-N-(2-(3,5-difluorophenyl)-l-(3-(4- (morpholinosulfonyl)phenyl)-4-oxo-7-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4- dihydroquinazolin-2-yl)ethyl)acetamide or 2-((3bR,4aS)-3-(difluoromethyl)-5,5-difluoro- 3b,4,4a,5-tetrahydro-lH-cyclopropa[3,4]cyclopenta[l,2-c]pyrazol-l-yl)-N-((S)-2-(3,5- difluorophenyl)- 1 -(3 -(4-(morpholinosulfonyl)phenyl)-4-oxo-7 -(4,4,5,5 -tetramethyl- 1,3,2- dioxaborolan-2-yl)-3,4-dihydroquinazolin-2-yl)ethyl)acetamide may be substituted for N- ((S)-l-(3-(4-chloro-l-methyl-3-(methylsulfonamido)-lH-indazol-7-yl)-4-oxo-7-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydroquinazolin-2-yl)-2-(3,5- difluorophenyl)ethyl)-2-((3bS,4aR)-3-(difluoromethyl)-5,5-difluoro-3b,4,4a,5-tetrahydro- lH-cyclopropa[3,4]cyclopenta[l,2-c]pyrazol-l-yl)acetamide. Example 18: Preparation of N-((S)-l-(3-(4-chloro-l-methyl-3-(methylsulfonamido)-lH- indazol-7-yl)-7-(4-(2-hydroxypropan-2-yl)phenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)-2- (3,5-difhiorophenyl)ethyl)-2-((3bS,4aR)-3-(difluoromethyl)-5,5-difluoro-3b,4,4a,5- tetrahydro- lH-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol- 1 -yl)acetamide The title compound was prepared according to General Procedure C using 2-(4- bromophenyl)propan-2-ol as the coupling partner. Specific details are provided as a representative example of this general procedure. To a 1 dram vial equipped with a stir bar was added N-((S)- 1 -(3 -(4-chloro- 1 -methyl-3 -(methylsulfonamido)- lH-indazol-7 -yl)-4- oxo-7-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydroquinazolin-2-yl)-2-(3,5- difhiorophenyl)ethyl)-2-((3bS,4aR)-3-(difluoromethyl)-5,5-difhioro-3b,4,4a,5-tetrahydro- lH-cyclopropa[3,4]cyclopenta[l,2-c]pyrazol-l-yl)acetamide (40 mg, 0.043 mmol), 2-(4- bromophenyl)propan-2-ol (27.7 mg, 0.129 mmol), potassium acetate (10.96 mg, 0.112 mmol) and Pd(Ph3P)4 (9.93 mg, 8.59 pmol). The vial was capped with a septum cap and then placed under argon atmosphere (vac/fill x 3). To the vial was added dioxane (687 pl) and water (172 m). The reaction mixture was degassed (vac/fill with argon x 3, the solvent boils slightly under brief vacuum). The reaction mixture was stirred at 90 C for 5 hr. Upon cooling to room temperature, the contents of the vial were transferred to a 20 mL scintillation vial with the aid of DCM and then was concentrated in vacuo using a Biotage V10 evaporator. The residue was then taken up in DMF (1.5 mL) and then filtered through a syringe filter. The filtrate was subjected to HPLC purification with the following conditions: Column = Zorbax Eclipse Plus C 18, 21.2 x 100 mm, 5 pm particles; Solvent A = 0.1% Formic Acid in 100% Water. Solvent B = Acetonitrile. Flow Rate = 40 mL/min. Start % B = 53.2 Final % B = 73.2. Gradient Time = 7 min, then a 2 min hold at 98% B. Wavelength = 215 and 254 nm. ESI+ Range: 150 to 1500 dalton. Sample was loaded at 30% B. This purification afforded N-((S)-l-(3-(4-chloro-l-methyl-3-(methylsulfonamido)- lH-indazol-7-yl)-7-(4-(2-hydroxypropan-2-yl)phenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)- 2-(3,5-difluorophenyl)ethyl)-2-((3bS,4aR)-3-(difluoromethyl)-5,5-difluoro-3b,4,4a,5- tetrahydro-lH-cyclopropa[3,4]cyclopenta[l,2-c]pyrazol-l-yl)acetamide (9.9 mg, 25 % yield, 100% purity). The sample was analyzed using LCMS Method D: retention time = 2.45 min.; observed ion = 939.2 (M+H). 1H NMR (METHANOL-d4, 500 MHz) d 8.35 (d,1H, J=7.9 Hz), 8.13 (s, 1H), 7.96 (br d, 1H, J=8.2 Hz), 7.81 (br d, 2H, J=7.9 Hz), 7.71 (d, 2H, J=8.2 Hz), 7.31 (br d, 1H, J=7.6 Hz), 7.20 (d, 1H, J=7.6 Hz), 6.8-6.8 (m, 1H), 6.63 (br d, 2H, J=6.7 Hz), 4.9-4.9 (m, 1H), 4.55 (d, 2H, J=4.0 Hz), 3.63 (s, 3H), 3.5-3.5 (m, 1H),3.4-3.4 (m, 1H), 3.2-3.3 (m, 3H), 3.12 (br dd, 1H, J=9.2, 14.0 Hz), 2.4-2.5 (m, 2H), 1.63 (s, 6H), 1.36 (br d, 1H, J=6. l Hz), 1.01 (br s, 1H)

Statistics shows that 2077-19-2 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)propan-2-ol.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BENDER, John A.; FRENNESSON, David B.; GILLIS, Eric P; IWUAGWU, Christiana; KADOW, John F; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M.; RAJAMANI, Ramkumar; SAULNIER, Mark G.; WANG, Alan Xiangdong; (313 pag.)WO2019/198024; (2019); A1;,
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Synthetic Route of 50739-76-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 50739-76-9, name is (2-Amino-3,5-dibromophenyl)methanol, molecular formula is C7H7Br2NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Adding 4.84kg of N-methylcyclohexylamine and 0.44kg of toluene to a 30L glass reactor with a water separator5.0 kg of 3,5-dibromo-2-aminobenzyl alcohol, 0.5 kg of solid super acid SiO2-OSO3H (SSA), 1.2 kg of acetic acid, and then heated to 85 C for a total of 12 hours after stirring.Sampling UPLC test (take the reaction solution as a sample at a concentration of approximately 275 mg/ml).After passing the reaction (3,5-dibromo-2-aminobenzyl alcohol is not more than 5.0%), it is concentrated under reduced pressure until no significant fraction is distilled off, and the residue is transferred to a barrel and cooled to room temperature, and then 12 kg of acetone is added.The solution was then transferred to a 100 L double-layer glass reactor and adjusted to pH 2 – 3 with 15% hydrochloric acid to precipitate a solid. After 20 minutes,Repeat the measurement of pH 2 ~ 3; continue to stir for 1 hour, then continue to cool to 0 C for 4 hours, centrifugal filtration, to obtain bromohexine hydrochloride wet,The wet product is placed in a blast drying oven tray, dried at 35±5C, and turned once every 3 hours.After drying for 10 hours, 6.24 kg was obtained after the water was qualified, and the yield was 85%. Bromohexidine hydrochloride refined: Adding 42.0 kg of 95% ethanol and 6.2 kg of crude bromohexidine hydrochloride to a 100 L enamel reactor.The temperature was raised to reflux, stirred and dissolved, and then 0.15 kg of activated carbon was added, and the mixture was decolorized by stirring for 1 hour.The titanium rod was filtered, and the filtrate was transferred to a 100 L double-layer glass reactor and slowly cooled to room temperature.Then, the crystallized mixture was stirred at room temperature for 2 hours, and then cooled to 5 C and stirred for 5 hours.The mixture was filtered by centrifugation, and the filter cake was rinsed with a small amount of 95% ethanol to obtain bromohexine hydrochloride wet product.The bromohexine hydrochloride wet product is placed in a vacuum drying oven tray and dried at 60 C, and the degree of vacuum is less than -0.08 mPa.The material was turned over once every 2 hours, dried for 12 hours, and the water was qualified to receive 4.96 kg, and the yield was 80%.

According to the analysis of related databases, 50739-76-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou Yipinhong Pharmaceutical Co., Ltd.; Guangdong Zerui Pharmaceutical Co., Ltd.; Li Hanxiong; Lan Xiaobing; Yan Xinxing; (20 pag.)CN109535010; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 171011-37-3, name is (4-Bromo-1,2-phenylene)dimethanol, molecular formula is C8H9BrO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. name: (4-Bromo-1,2-phenylene)dimethanol

To a solution of (COCl)2 (2.6 equiv.) in anhydrous DCM (1.4 mL per mmol of diol) was added dropwise a solution of anhydrous DMSO (5.2 equiv.) in anhydrous DCM (2.2 mL per mmol of diol) at -78 C and under a nitrogen atmosphere. After 10 min stirring at -78 C, a solution of diol (1.0 equiv.) in anhydrous DCM (2.2 mL per mmol of diol) was added at this temperature. The reaction mixture was stirred at -78 C for 1h under a nitrogen atmosphere before Et3N (1.4 mL per mmol of diol) was added dropwise. The reaction mixture was warmed to rt and stirred for 2-18 h under a nitrogen atmosphere. The reaction was then quenched by addition of H2O. The organics were extracted with DCM, combined, washed with water, washed with brine, dried over MgSO4 and concentrated in vacuo to afford the desired o-phthaldialdehyde.

With the rapid development of chemical substances, we look forward to future research findings about 171011-37-3.

Reference:
Article; D’Hollander, Agathe C.A.; Westwood, Nicholas J.; Tetrahedron; vol. 74; 2; (2018); p. 224 – 239;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 261723-33-5 , The common heterocyclic compound, 261723-33-5, name is (2-Bromo-6-fluorophenyl)methanol, molecular formula is C7H6BrFO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Pyridinium -toluenesulfonate (0.612 g; 2.43 mmol ) was added to a solution of 2- bromo-6-fluorobenzyl alcohol (5 g; 24.38 mmol ) and 3,4-dihydro-2H-pyran (3.34 mL; 36.58 mmol) in DCM (50 mL) at rt. The reaction mixture was stirred at rt for 12 h. The mixture was washed with brine, dried over MgSO.i, filtered and evaporated to give 7.67 g (quant.) of intermediate 234. This compound was used in the next step without any purification.

The synthetic route of 261723-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; MEVELLEC, Laurence, Anne; MEERPOEL, Lieven; COUPA, Sophie; PONCELET, Virginie, Sophie; PILATTE, Isabelle, Noelle, Constance; PASQUIER, Elisabeth, Therese, Jeanne; BERTHELOT, Didier, Jean-Claude; QUEROLLE, Olivier, Alexis, Georges; MEYER, Christophe; ANGIBAUD, Patrick, Rene; DEMESTRE, Christophe, Gabriel, Marcel; MERCEY, Guillaume, Jean, Maurice; (302 pag.)WO2016/97347; (2016); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 2077-19-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.2077-19-2, name is 2-(4-Bromophenyl)propan-2-ol, molecular formula is C9H11BrO, molecular weight is 215.09, as common compound, the synthetic route is as follows.

General procedure: General Procedure C: To vial equipped with a stir bar and placed under argon atmosphere was added N- ((S)-l-(3-(4-chloro-l-methyl-3-(methylsulfonamido)-lH-indazol-7-yl)-4-oxo-7-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydroquinazolin-2-yl)-2-(3,5- difluorophenyl)ethyl)-2-((3bS,4aR)-3-(difluoromethyl)-5,5-difluoro-3b,4,4a,5-tetrahydro- lH-cyclopropa[3,4]cyclopenta[l,2-c]pyrazol-l-yl)acetamide (1 equiv, typically 25-50 mg), the appropriate aryl halide/heteroaryl halide (3 equiv), potassium acetate (2.6 equiv) and Pd(PPh3)4 (0.2 equiv). The vial was sealed with a septum capped. To the vial was added l,4-dioxane:water (4: 1) to afford a reaction volume 0.05M in boronic ester. The reaction solution was degassed with argon. The reaction mixture was stirred at 90 C for 5h or l6h. Upon cooling to ambient temperature, the reaction mixture was concentrated in vacuo and the resulting residue was subjected to HPLC purification to afford the indicated product. Alternately, (S)-2-(3-cyclopropyl-lH-pyrazol-l-yl)-N-(2-(3,5-difluorophenyl)-l-(3-(4- (morpholinosulfonyl)phenyl)-4-oxo-7-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4- dihydroquinazolin-2-yl)ethyl)acetamide or 2-((3bR,4aS)-3-(difluoromethyl)-5,5-difluoro- 3b,4,4a,5-tetrahydro-lH-cyclopropa[3,4]cyclopenta[l,2-c]pyrazol-l-yl)-N-((S)-2-(3,5- difluorophenyl)- 1 -(3 -(4-(morpholinosulfonyl)phenyl)-4-oxo-7 -(4,4,5,5 -tetramethyl- 1,3,2- dioxaborolan-2-yl)-3,4-dihydroquinazolin-2-yl)ethyl)acetamide may be substituted for N- ((S)-l-(3-(4-chloro-l-methyl-3-(methylsulfonamido)-lH-indazol-7-yl)-4-oxo-7-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydroquinazolin-2-yl)-2-(3,5- difluorophenyl)ethyl)-2-((3bS,4aR)-3-(difluoromethyl)-5,5-difluoro-3b,4,4a,5-tetrahydro- lH-cyclopropa[3,4]cyclopenta[l,2-c]pyrazol-l-yl)acetamide. Example 18: Preparation of N-((S)-l-(3-(4-chloro-l-methyl-3-(methylsulfonamido)-lH- indazol-7-yl)-7-(4-(2-hydroxypropan-2-yl)phenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)-2- (3,5-difhiorophenyl)ethyl)-2-((3bS,4aR)-3-(difluoromethyl)-5,5-difluoro-3b,4,4a,5- tetrahydro- lH-cyclopropa[3,4]cyclopenta[1,2-c]pyrazol- 1 -yl)acetamide The title compound was prepared according to General Procedure C using 2-(4- bromophenyl)propan-2-ol as the coupling partner. Specific details are provided as a representative example of this general procedure. To a 1 dram vial equipped with a stir bar was added N-((S)- 1 -(3 -(4-chloro- 1 -methyl-3 -(methylsulfonamido)- lH-indazol-7 -yl)-4- oxo-7-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydroquinazolin-2-yl)-2-(3,5- difhiorophenyl)ethyl)-2-((3bS,4aR)-3-(difluoromethyl)-5,5-difhioro-3b,4,4a,5-tetrahydro- lH-cyclopropa[3,4]cyclopenta[l,2-c]pyrazol-l-yl)acetamide (40 mg, 0.043 mmol), 2-(4- bromophenyl)propan-2-ol (27.7 mg, 0.129 mmol), potassium acetate (10.96 mg, 0.112 mmol) and Pd(Ph3P)4 (9.93 mg, 8.59 pmol). The vial was capped with a septum cap and then placed under argon atmosphere (vac/fill x 3). To the vial was added dioxane (687 pl) and water (172 m). The reaction mixture was degassed (vac/fill with argon x 3, the solvent boils slightly under brief vacuum). The reaction mixture was stirred at 90 C for 5 hr. Upon cooling to room temperature, the contents of the vial were transferred to a 20 mL scintillation vial with the aid of DCM and then was concentrated in vacuo using a Biotage V10 evaporator. The residue was then taken up in DMF (1.5 mL) and then filtered through a syringe filter. The filtrate was subjected to HPLC purification with the following conditions: Column = Zorbax Eclipse Plus C 18, 21.2 x 100 mm, 5 pm particles; Solvent A = 0.1% Formic Acid in 100% Water. Solvent B = Acetonitrile. Flow Rate = 40 mL/min. Start % B = 53.2 Final % B = 73.2. Gradient Time = 7 min, then a 2 min hold at 98% B. Wavelength = 215 and 254 nm. ESI+ Range: 150 to 1500 dalton. Sample was loaded at 30% B. This purification afforded N-((S)-l-(3-(4-chloro-l-methyl-3-(methylsulfonamido)- lH-indazol-7-yl)-7-(4-(2-hydroxypropan-2-yl)phenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)- 2-(3,5-difluorophenyl)ethyl)-2-((3bS,4aR)-3-(difluoromethyl)-5,5-difluoro-3b,4,4a,5- tetrahydro-lH-cyclopropa[3,4]cyclopenta[l,2-c]pyrazol-l-yl)acetamide (9.9 mg, 25 % yield, 100% purity). The sample was analyzed using LCMS Method D: retention time = 2.45 min.; observed ion = 939.2 (M+H). 1H NMR (METHANOL-d4, 500 MHz) d 8.35 (d,1H, J=7.9 Hz), 8.13 (s, 1H), 7.96 (br d, 1H, J=8.2 Hz), 7.81 (br d, 2H, J=7.9 Hz), 7.71 (d, 2H, J=8.2 Hz), 7.31 (br d, 1H, J=7.6 Hz), 7.20 (d, 1H, J=7.6 Hz), 6.8-6.8 (m, 1H), 6.63 (br d, 2H, J=6.7 Hz), 4.9-4.9 (m, 1H), 4.55 (d, 2H, J=4.0 Hz), 3.63 (s, 3H), 3.5-3.5 (m, 1H),3.4-3.4 (m, 1H), 3.2-3.3 (m, 3H), 3.12 (br dd, 1H, J=9.2, 14.0 Hz), 2.4-2.5 (m, 2H), 1.63 (s, 6H), 1.36 (br d, 1H, J=6. l Hz), 1.01 (br s, 1H)

Statistics shows that 2077-19-2 is playing an increasingly important role. we look forward to future research findings about 2-(4-Bromophenyl)propan-2-ol.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BENDER, John A.; FRENNESSON, David B.; GILLIS, Eric P; IWUAGWU, Christiana; KADOW, John F; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M.; RAJAMANI, Ramkumar; SAULNIER, Mark G.; WANG, Alan Xiangdong; (313 pag.)WO2019/198024; (2019); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 50739-76-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 50739-76-9, name is (2-Amino-3,5-dibromophenyl)methanol, molecular formula is C7H7Br2NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Adding 4.84kg of N-methylcyclohexylamine and 0.44kg of toluene to a 30L glass reactor with a water separator5.0 kg of 3,5-dibromo-2-aminobenzyl alcohol, 0.5 kg of solid super acid SiO2-OSO3H (SSA), 1.2 kg of acetic acid, and then heated to 85 C for a total of 12 hours after stirring.Sampling UPLC test (take the reaction solution as a sample at a concentration of approximately 275 mg/ml).After passing the reaction (3,5-dibromo-2-aminobenzyl alcohol is not more than 5.0%), it is concentrated under reduced pressure until no significant fraction is distilled off, and the residue is transferred to a barrel and cooled to room temperature, and then 12 kg of acetone is added.The solution was then transferred to a 100 L double-layer glass reactor and adjusted to pH 2 – 3 with 15% hydrochloric acid to precipitate a solid. After 20 minutes,Repeat the measurement of pH 2 ~ 3; continue to stir for 1 hour, then continue to cool to 0 C for 4 hours, centrifugal filtration, to obtain bromohexine hydrochloride wet,The wet product is placed in a blast drying oven tray, dried at 35±5C, and turned once every 3 hours.After drying for 10 hours, 6.24 kg was obtained after the water was qualified, and the yield was 85%. Bromohexidine hydrochloride refined: Adding 42.0 kg of 95% ethanol and 6.2 kg of crude bromohexidine hydrochloride to a 100 L enamel reactor.The temperature was raised to reflux, stirred and dissolved, and then 0.15 kg of activated carbon was added, and the mixture was decolorized by stirring for 1 hour.The titanium rod was filtered, and the filtrate was transferred to a 100 L double-layer glass reactor and slowly cooled to room temperature.Then, the crystallized mixture was stirred at room temperature for 2 hours, and then cooled to 5 C and stirred for 5 hours.The mixture was filtered by centrifugation, and the filter cake was rinsed with a small amount of 95% ethanol to obtain bromohexine hydrochloride wet product.The bromohexine hydrochloride wet product is placed in a vacuum drying oven tray and dried at 60 C, and the degree of vacuum is less than -0.08 mPa.The material was turned over once every 2 hours, dried for 12 hours, and the water was qualified to receive 4.96 kg, and the yield was 80%.

According to the analysis of related databases, 50739-76-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou Yipinhong Pharmaceutical Co., Ltd.; Guangdong Zerui Pharmaceutical Co., Ltd.; Li Hanxiong; Lan Xiaobing; Yan Xinxing; (20 pag.)CN109535010; (2019); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 171011-37-3, name is (4-Bromo-1,2-phenylene)dimethanol, molecular formula is C8H9BrO2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. name: (4-Bromo-1,2-phenylene)dimethanol

To a solution of (COCl)2 (2.6 equiv.) in anhydrous DCM (1.4 mL per mmol of diol) was added dropwise a solution of anhydrous DMSO (5.2 equiv.) in anhydrous DCM (2.2 mL per mmol of diol) at -78 C and under a nitrogen atmosphere. After 10 min stirring at -78 C, a solution of diol (1.0 equiv.) in anhydrous DCM (2.2 mL per mmol of diol) was added at this temperature. The reaction mixture was stirred at -78 C for 1h under a nitrogen atmosphere before Et3N (1.4 mL per mmol of diol) was added dropwise. The reaction mixture was warmed to rt and stirred for 2-18 h under a nitrogen atmosphere. The reaction was then quenched by addition of H2O. The organics were extracted with DCM, combined, washed with water, washed with brine, dried over MgSO4 and concentrated in vacuo to afford the desired o-phthaldialdehyde.

With the rapid development of chemical substances, we look forward to future research findings about 171011-37-3.

Reference:
Article; D’Hollander, Agathe C.A.; Westwood, Nicholas J.; Tetrahedron; vol. 74; 2; (2018); p. 224 – 239;,
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Adding a certain compound to certain chemical reactions, such as: 4654-39-1, 2-(4-Bromophenyl)ethanol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 4654-39-1, blongs to alcohols-buliding-blocks compound. SDS of cas: 4654-39-1

Example 1.60: Preparation of Intermediate 4-Bromophenethyl Methanesulfonate. 4-Bromophenethyl alcohol (38.9 g, 193 mmol) was dissolved in DCM (193 mL).Triethylamine (40.4 mL, 290 mmol) was added and the mixture was cooled in an ice bath. Methanesulfonyl chloride (18 mL, 232 mmol) was added dropwise via an addition funnel. The ice bath was removed and the mixture was stirred for 30 min. The reaction mixture was diluted with DCM (200 mL), washed with 1 M HCl twice (100 mL each), followed by brine, saturated sodium bicarbonate, and brine. The organic phase was dried with sodium sulfate and filtered. The solvent was removed under reduced pressure to give the title compound (54.0 g) in quantitative yield. 1H NMR (400 MHz, CDCl3) delta ppm 2.89 (s, 3 H), 3.02 (t, J = 6.82 Hz, 2 H), 4.40 (t, J= 6.82 Hz, 2 H), 7.03 – 7.17 (m, 2 H), 7.43 – 7.47 (m, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4654-39-1, its application will become more common.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2009/105206; (2009); A1;,
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