Month: May 2021

Electric Literature of 756520-66-8, 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. 756520-66-8, name is 1-(2,6-Dichloro-3-fluorophenyl)ethanol, molecular formula is C8H7Cl2FO, 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.

5-Bromo-3-[1 -(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-pyrazin-2-ylamine was prepared following procedure 2 below, from 1-(2,6-dichloro-3-fluoro-phenyl)-ethanol and 3,5-dibromo-pyrazin-2-ylamine. 1H NMR (400 MHz, DMSO-d6) 6 1.74 (d, 3H), 6.40 (m, 1H), 6.52 (br s, 2H), 7.30 (m, 1H), 7.48 (m, 1H), 7.56 (s, 1H); MS m/z 382 (M+1); To an ice cooled solution of substituted benzyl alcohol (1.0 molar equivalent) and anhydrous tetrahydrofuran (0.14 M) was added sodium hydride (1.0 molar equivalent) slowly under nitrogen atmosphere. After stirring for 30 minutes, 3,5-dibromopyrazin-2-ylamine (1.0 molar equivalent) in tetrahydrofuran (0.56 M) was added via an addition funnel at a fast dropwise rate. Once the addition wascomplete the ice bath was removed and the reaction was refluxed under nitrogen and monitored by reversed phase HPLC. After 18 hr HPLC showed that the majority of the starting 3,5-dibromopyrazin-2-ylamine had been consumed and the reaction was allowed to cool to room temperature. The reaction mixture was concentrated, diluted with ethyl acetate, and washed with brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated in vacuum. The crude product was purified using a silica gel eluting with 1:1 ethyl acetate/dichloromethane to yield the 5-bromo-3-(substituted-benzyloxy)-pyrazin-2-ylamine as a white solid in 60-90% yield

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 756520-66-8, 1-(2,6-Dichloro-3-fluorophenyl)ethanol.

Reference:
Patent; PFIZER INC.; WO2006/21886; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 722-92-9, 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-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, Application In Synthesis of 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2-(4-Aminophenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol

N, N-carbonyldiimidazole (5.36 g, 33 mmol) was added to a solution of N- (trifluoroacetyl) anthranilic acid (7.69 g, 33 mmol) prepared as described in Example 94 (1) above in tetrahydrofuran (80 ml) at room temperature with stirring under a nitrogen atmosphere, and-the resulting mixture was stirred for 1 hour. At the end-of this time, a solution of 2- (4-aminophenyl)-1, 1, 1, 3,3, 3-HEXAFLUORO-2-PROPANOL (5.70 g, 22 mmol) in tetrahydrofuran (60 ML) was added to the reaction mixture, and the resulting mixture was stirred at 70°C for 6 hours under the nitrogen atmosphere. The reaction mixture was then concentrated, poured into water and extracted twice with ethyl acetate (200 ML). The combined organic layers were washed successively with water (100 ml), 1N hydrochloric acid (100 ml), water (100 ml) and a saturated aqueous sodium chloride solution (100 ml) and dried over anhydrous sodium sulfate. The solvent was thus removed and the residue thus obtained was purified by silica gel column chromatography using a 5: 1 by volume mixture of hexane and ethyl acetate AS ELUANT to yield the title compound as a colorless solid (1.48 g, yield: 15percent). This product was recrystallized from a mixed solvent of hexane and ethyl acetate to yield colorless prisms. mp 183°C. IR (KBR) : SMAVc 3173,1670, 1373,1227, 1173,966 CM- . LH-NMR (400MHz, CDC13) : 8 8.34 (1H, d, J = 8.2 Hz), 7.91 (4H, M), 7.68 (1H, M), 7.42 (2H, d, J = 8.2 Hz), 3.86 (1H, s). FABMS (m/z): 457 ( [M+H] +). FABHRMS (m/z): calcd. for CLAHSFGN2ONA ([M+NA] +) : 479.0418 ; found: 479.0431. Anal. calcd. for C18H9F9N202 : C, 47.38 ; H, 1.99 ; N, 6.14 ; found : C, 46.98 ; H, 2.24 ; N, 6.54.

The synthetic route of 722-92-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANKYO COMPANY, LIMITED; X-CEPTOR THERAPEUTICS, INC.; WO2003/106435; (2003); A1;,
Alcohol – Wikipedia,
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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.1736-74-9, name is 4-(Trifluoromethoxy)benzyl alcohol, molecular formula is C8H7F3O2, molecular weight is 192.1352, as common compound, the synthetic route is as follows.COA of Formula: C8H7F3O2

1-(Bromomethyl)-4-(trifluoromethoxy)benzene: To a solution of (4-(trifluoromethoxy)phenyl)methanol (3.6 g, 18.8 mmol) in CH2Cl2 (60 mL) was added PBr3 (6 g, 22.2 mmol) dropwise with stirring, while cooling to a temperature of 0-10 C. over a time period of 30 min. The resulting mixture was stirred at room temperature for 3 h. Water (30 mL) was added and the mixture washed with aqueous NaHCO3 (2×30 mL) and brine (30 mL). The organic solution was dried (Na2SO4) and concentrated in vacuo to afford the title compound (3.5 g, 66%) as a yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1736-74-9, 4-(Trifluoromethoxy)benzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; KALYPSYS, INC.; US2007/270434; (2007); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 623-61-0, Isopropyl glycolate, 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, 623-61-0, blongs to alcohols-buliding-blocks compound. name: Isopropyl glycolate

General procedure: The nucleoside (3.21 mmol) was suspended in THF (25 ml). Under nitrogen and at 0 C., POCl3 (4.82 mmol) was added and the reaction mixture was allowed to reach at room temperature overnight. The reaction mixture was cooled down to 0 C. and a mixture of alcohol (3.53 mmol) and TEA (16.06 mmol) in CH3CN (10 ml) was added dropwise. The mixture was stirred at 0 C. during 1 hour. N-Methylimidazole (19.27 mmol) was added at 0 C. and after 15 min at 0 C., the reaction mixture was stirred at room temperature during 2 hours. The mixture was quenched on a solution 0.5M phosphate buffer (pH=7) and the product was extracted with CH2Cl2. The organic layer was dried on Na2SO4, filtered and concentrated under reduced pressure. The crude was purified by silica gel chromatography (eluent: CH2Cl2/CH3CH2OH 0 to 20%) and by preparative MS/HPLC to give the expected compounds as a mixture of diastereoisomers. For this reaction, the solvent was P(OEt)3. White solid; 4% yield; 1H NMR (DMSO-d6, 400 MHz) delta (ppm) 1.21-1.27 (m, 9H), 3.95-3.96 (m, 3H), 4.24-4.30 (m, 1H), 4.64-4.78 (m, 4H), 5.00 (septuplet, J=6.22 Hz, 1H), 6.26-6.33 (m, 1H), 6.52 (brs, 2H), 8.10 (brs, 1H); 31P NMR (DMSO-d6, 162 MHz) delta (ppm) -6.51 (s, 0.90P), -5.21 (s, 0.10P); 19F NMR (DMSO-d6, 376.50 MHz) delta (ppm) -158.57 (1F); MS (ESI) m/z=476.2 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-61-0, its application will become more common.

Reference:
Patent; PARSY, Christophe Claude; ALEXANDRE, Francois-Rene; DOUSSON, Cyril B.; DUKHAN, David; GOSSELIN, Gilles; RAHALI, Houcine; SURLERAUX, Dominique; US2013/315867; (2013); A1;,
Alcohol – Wikipedia,
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Synthetic Route of 6966-10-5, Adding some certain compound to certain chemical reactions, such as: 6966-10-5, name is (3,4-Dimethylphenyl)methanol,molecular formula is C9H12O, 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 6966-10-5.

General procedure: To a 25-mL Schlenk tube equipped with a magnetic stirrer, CuCl (0.05 mol, 5 mol%), DABCO (0.10 mol, 10 mol%), 4-HO-TEMPO (0.05 mmol, 5 mol%) were added. Substrates 1 (1 mmol) and NH3 (aq, 25-28%, 3 mmol, 3.0 equiv) in CH3CN (2 mL) were added subsequently. Then the reaction mixture was stirred at room temperature for 24 h in the presence of an air balloon. The progress of the reaction was monitored by TLC. After completion, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous MgSO4. Subsequently, the combined organic layer was concentrated under reduced pressure and the crude product was purified by column chromatography to afford the corresponding products.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 6966-10-5, (3,4-Dimethylphenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hu, Yongke; Chen, Lei; Li, Bindong; Chinese Chemical Letters; vol. 29; 3; (2018); p. 464 – 466;,
Alcohol – Wikipedia,
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Related Products of 4170-90-5, 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.4170-90-5, name is Mesitylmethanol, molecular formula is C10H14O, molecular weight is 150.2176, as common compound, the synthetic route is as follows.

To a 2-necked 500mL flask under nitrogen was added mesitylmethanol 1 (5g, 33.3mmol) to dichloromethane (133 mL, 0.25M) and all of the solid dissolved in the solvent. Zinc Iodide (5.3 lg, 16.64mmol) was added to the solution in one portion. The zinc iodide was not soluble in the solution, and white solid crashed out of the solution. Thioacetic acid (7.17mL, 100 mmol) was added to the solution in one portion causing the solution to turn pale yellow. The flask was affixed with a water condenser and was covered in aluminum foil. The solution was heated to reflux for 17 hours and was allowed to cool to room temperature. Once cool, the solution was then quenched with water (40mL) and this solution was transferred to a separatory funnel. The organic layer was collected and the aqueous layer was extracted with dichloromethane (4 x 7mL).The combined organic fractions were washed with brine (1 x lOOmL), dried over sodium sulfate, filtered, and concentrated on the high vacuum to give the title compound 2 as a brown oil, 7.7g, 111%. [00102] ¾ NMR (400MHz, CDC13) delta 6.84 (s, 2H), 4.18 (s, 2H), 2.35 (s, 3H), 2.30 (s, 6H), 2.25 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 4170-90-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GREENCENTRE CANADA; UNIVERSITY OF OTTAWA; JESSOP, Philip; THORNTON, Paul David; DECKER, Shannon Marie; PRATT, Derek; ZHENG, Feng; LEGER, Donna Lynn; WO2013/75253; (2013); A1;,
Alcohol – Wikipedia,
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Electric Literature of 34231-22-6, 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. 34231-22-6, name is 3-(Aminomethyl)benzyl Alcohol, molecular formula is C8H11NO, 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.

Example 205W-(3-(Hydroxymethyl)benzyl)-4-(2-(((frans)-4-acetamidocyclohexyl)methyl)-2W-tetrazol-5-yl)-6- methylpicolinamidelambda/,lambda/,lambda/’,lambda/’-Tetramethyl-O-(1/-/-benzotriotaazol-1-yl)uroniotaum hexafluorophosphate (159 mg, 0 42 mmol) was added to a mixture of 4-(2-((4-acetamiotadocyclohexyl)methyl)-2H-tetrazol-5-yl)-6- methylpicolinic acid (prepared as described in step 1 of the synthesis of 4-(2-(((frans)-4- acetamiotadocyclohexyl)methyl)-2/-/-tetrazol-5-yl)-lambda/-((6-hydroxypyriotadiotan-2-yl)methyl)-6-methylpiotacoliotanamiotade, Example 204) (50 mg, 0 14 mmol), (3-(amiotanomethyl)pheny.)methanol (prepared as described in step 1 of the synthesis of lambda/-(3-(hydroxymethyl)benzyl)-6-methyl-4-(2-(((/rans)-4-(methylsulfonamiotado)cydohexyl)methyl)-2H-tetrazol-5-yl)piotacoliotanamiotade, Example 183) (29 mg, 0 21 mmol), and triethylamine (0 03 mL, 0 21 mmol) in lambda/,lambda/-diotamethylformamiotade (2 mL) The mixture was stirred at room temperature for 18 hours The reaction mixture was purified by reverse phase preparative HPLC Fractions containing desired product were combined and concentrated The resulting residue was taken up in methanol and passed through a carbonate cartridge The filtrate was concentrated to afford the title compound as a solid (22 mg, 33%) MS (ES+) m/z 478 (M+H) 1H NMR (400 MHz, DMSO-d6) delta ppm 1 04 – 1 26 (m, 6 H), 1 56 – 1 67 (m, 2 H), 1 71 – 1 85 (m, 5 H), 1 91 – 2 03 (m, 1 H), 2 67 (s, 3 H), 3 25 – 3 35 (m, 1 H), 4 48 (s, 2 H), 4 54 (d, J=6 59 Hz, 2 H), 4 67 (d, J=I 32 Hz, 2 H), 7 14 – 7 34 (m, 3 H), 7 66 (d, J=I 32 Hz, 1 H), 8 08 (s, 1 H), 8 44 (s, 1 H), 9 22 (t, J=5 86 Hz, 1 H)

According to the analysis of related databases, 34231-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; WO2009/16498; (2009); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 7073-69-0 ,Some common heterocyclic compound, 7073-69-0, molecular formula is C9H11BrO, 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.

In a 250 mL three-necked flask, 0.03 mol of dibenzofuran-3-amine, 0.04 mol, was added under nitrogen protection.2-(2-Bromophenyl)propan-2-ol, 150 mL of toluene was stirred and mixed, then 0.05 mol of sodium t-butoxide, 0.0015 mol of Pd2 (dba) 3, 0.0015 mol of tri-tert-butylphosphine, and heated to 115 C, Reflow reaction for 24 hours; naturally cool to room temperature, filter, filterThe liquid was subjected to vacuum distillation (-0.09 MPa, 85 C), and passed through a neutral silica gel column.Obtaining 2-(2-(dibenzofuran-3-ylamino)phenyl)propan-2-ol;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7073-69-0, its application will become more common.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Miao Kangjian; Zhang Zhaochao; Zhang Xiaoqing; Li Chong; (43 pag.)CN108164470; (2018); A;,
Alcohol – Wikipedia,
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Application of 1805-32-9 ,Some common heterocyclic compound, 1805-32-9, molecular formula is C7H6Cl2O, 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.

Step A Preparation 2-[(3,4-dichlorobenzyl)oxy]nitrobenzene A solution of 3,4-dichlorobenzyl alcohol (25.0 g, 141 mmol), 2-fluorobenzaldehyde (14.9 mL, 141 mmol) and potassium carbonate (39.0 g, 282 mmol) in 100 mL of dry DMF was stirred a 60 C. overnight. The DMF was removed in vacuo, and the resulting product was taken up in EtOAc/water. The organic phase was washed with brine, dried (Na2 SO4), filtered, and concentrated in vacuo to provide the titled compound which was used in the next reaction without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1805-32-9, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US6103723; (2000); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 552331-15-4 ,Some common heterocyclic compound, 552331-15-4, molecular formula is C8H8BrFO, 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.

To a solution of compound 31-2 (46.0 g, 210.0 mmol) and triethylsilane (48.8 g, 420.0 mmol, 66.9 mL) in DCM (500.0 mL) was added BF3.Et20 (59.6 g, 420.0 mmol, 51.8 mL) at 0C. The mixture was stirred at 25C for 2 h, concentrated, quenched by addition of (0767) Sat.NaHC03 (200 mL) at 0C, and extracted with ethyl acetate (200 mL chi 3). The combined organic layers were washed with brine (200 mL chi 3), dried over Na2S04, filtered and concentrated. The residue was purified by column chromatography (Si02) to afford compound 31-3 (24.0 g). 1H MR (CHLOROFORM-^, 400MHz) delta 7.31 (dd, J= 2.2, 6.6 Hz, 1H), 7.27 – 7.21 (m, 1H), 6.87 (t, J= 9.2 Hz, 1H), 2.62 (q, J= 7.5 Hz, 2H), 1.20 (t, J= 7.6 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,552331-15-4, its application will become more common.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (159 pag.)WO2018/102751; (2018); A1;,
Alcohol – Wikipedia,
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