Month: August 2021

Application of 3973-18-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 3973-18-0, name is Propynol ethoxylate. This compound has unique chemical properties. The synthetic route is as follows.

4-((2-azidoethyl)amino)-N-(2-fluorophenyl)-N’-hydroxy-1,2,5-oxadiazole-3-carboxamidine (III-3, 0.75g, 2.45mmol) into a 50mL eggplant-shaped bottle,Add 2mL of water and 12mL of acetonitrile solution respectively. Under ice bath, add ethoxylated propynol (290 muL, 2.94 mmol) and cuprous iodide (93 mg, 0.49 mmol), and keep stirring for 0.5 h.Then transfer to room temperature and continue to stir the reaction for about 8h,TLC monitored the reaction until the reaction was complete (developing agent: dichloromethane: methanol = 15:1 v/v); the solvent was distilled off under reduced pressure, methanol (20 mL) was added and stirred for 30 min, filtered with suction, and the solvent was distilled off under reduced pressure to obtain a light brown solid , Column chromatography purification (eluent: petroleum ether: ethyl acetate = 2:1 ~ 1:4v/v), to obtain 275mg white solid I-6, the yield was 27.6%,

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 3973-18-0, Propynol ethoxylate.

Reference:
Patent; China Pharmaceutical University; Zhu Qihua; Zhang Shan; He Guangchao; Shen Hui; Wang Yiwei; Gu Shuhui; Sun Zeren; Xu Yungen; (24 pag.)CN111138425; (2020); A;,
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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.403-41-8, name is 1-(4-Fluorophenyl)ethyl Alcohol, molecular formula is C8H9FO, molecular weight is 140.16, as common compound, the synthetic route is as follows.Computed Properties of C8H9FO

General procedure: To a mixture of 1,3-dicarbonyl compound (2 mmol),alcohol or styrene derivatives (1 mmol), and 0.6 gSBNPSA, was added 2 cm3 nitromethane as solvent. Themixture was stirred under reflux conditions and the reactionwas followed by TLC. After completion, the mixture wasfiltered, and the remaining was washed with warm ethanolto separate catalyst and nitromethane was removed underreduced pressure. Then, the crude products were recrystallizedfrom mixture of dichloromethane and n-hexane.All the synthesized products were known and characterized by comparison of their spectral and physical data withthose reported in literature.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,403-41-8, 1-(4-Fluorophenyl)ethyl Alcohol, and friends who are interested can also refer to it.

Reference:
Article; Karimzadeh, Morteza; Saberi Asl, Hamed; Hashemi, Hajar; Saberi, Dariush; Niknam, Khodabakhsh; Monatshefte fur Chemie; vol. 149; 12; (2018); p. 2237 – 2244;,
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In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 110-73-6, name is 2-(Ethylamino)ethanol, the common compound, a new synthetic route is introduced below. name: 2-(Ethylamino)ethanol

A mixture of 1-(6-hydroxy-2-naphthyl)ethanone (744 mg, 3.92 mmol), sodium hydrogen sulfate(IV) (1.66 g, 16 mmol), 2-ethylaminoethanol (2 mL) and water (5 mL) was heated in a steel bomb at 130-140 C. for 3 days. After cooling, the mixture was distributed between water and ethyl acetate, and the organic layer was washed with brine, dried and evaporated. The residue was dissolved in acetone and loaded onto a 4 mm dry silica plate for radial chromatography. The plate was eluted with a 1:1 mixture of petroleum ether and ethyl acetate. Appropriate fractions were collected and evaporated to give 125 mg (12%)of 1-{6-[ethyl-(2-hydroxylethyl)-amino]-2-naphthyl}ethanone.

The synthetic route of 110-73-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Regents of the Univ. of California; US6274119; (2001); B1;,
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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 534-03-2, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 534-03-2, name is 2-Aminopropane-1,3-diol. A new synthetic method of this compound is introduced below.

Preparation of the compound of formula (III) starting from the isolated compound (II), in the presence of calcium hydroxide. Calcium hydroxide (12.8 g, 0.173 mol) was slowly added, under stirring and keeping the temperature below 25C, to a solution of compound (II) (120 g, 0.169 mol) in 305 g of DMA.Further on, to the reaction mixture a solution of 2-amino-l,3-propandiol in DMA (133 g, 28% w/w, 0.406 mol) was added dropwise in a period of time of about 45 minutes. The mixture was kept at about 300C for 10 hours, up to the completion of the reaction. The crude reaction material containing the derivative of formula (III) may be purified and hydro lyzed according to the procedure of the Example 3 below. HPLC profile of the mixture after treatment of the sample with NaOH: Iopamidol (IV): 97.9%; F-impurity: 0.2%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,534-03-2, 2-Aminopropane-1,3-diol, and friends who are interested can also refer to it.

Reference:
Patent; BRACCO IMAGING SpA; CERAGIOLI, Silvia; CIARCIELLO, Giovanni; INCANDELA, Salvatore; MINOTTI, Pietro; WO2010/57765; (2010); A1;,
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Related Products of 4415-73-0, Adding some certain compound to certain chemical reactions, such as: 4415-73-0, name is 1,1-Cyclobutanedimethanol,molecular formula is C6H12O2, 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 4415-73-0.

EXAMPLE 41 1-[[[Dimethyl(1,1-dimethylethyl)silyl]oxy]methyl]cyclobutane methanol A solution of 9.9 g (85 mmol) of the compound, presented according to Example 40, in 100 ml of absolute tetrahydrofuran is added at 0 C. to a suspension of 3.4 g of sodium hydride (60% in oil) in 35 ml of absolute tetrahydrofuran. It is allowed to stir for 30 more minutes, and then a solution of 12.8 g of tert-butyldimethylsilyl chloride in 50 ml of tetrahydrofuran is added. It is allowed to stir for one more hour at 25 C., and then the reaction mixture is poured onto saturated aqueous sodium bicarbonate solution. It is extracted with ethyl acetate. The organic phase is washed with saturated sodium chloride solution and dried on sodium sulfate. After the solvent is drawn off in a vacuum, the crude product that is obtained is purified by column chromatography on silica gel with a mixture that consists of hexane/ethyl acetate. 13.5 g (58.6 mmol, 69%) of the title compound is obtained. 1H-NMR (CDCl3): delta=0.04 (6H), 0.90 (9H), 1.70-2.00 (6H), 3.70 (4H) ppm. A solution of 9.9 g of Ca) (85 mmol) in 100 ml of absolute tetrahydrofuran is added at 0 C. to a suspension of 3.4 g of sodium hydride (60% in oil, 85 mmol)) in 35 ml of absolute tetrahydrofuran. It is allowed to stir for 30 more minutes, and then a solution of 12.8 g of tert-butyldimethylsilyl chloride (85 mmol) in 50 ml of tetrahydrofuran is added. It is allowed to stir for one more hour at 25 C., and then the reaction mixture is poured onto saturated aqueous sodium bicarbonate solution. It is extracted with ethyl acetate. The organic phase is washed with saturated sodium chloride solution and dried on sodium sulfate. After the solvent is drawn off in a vacuum, the crude product that is obtained is purified by column chromatography on silica gel with a mixture that consists of hexane/ethyl acetate. 13.5 g (69%) of the title compound is obtained.1H-NMR (CDCl3): delta=0.04 (6H), 0.90 (9H), 1.70-2.00 (6H) 3.70 (4H) ppm.

According to the analysis of related databases, 4415-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Schering, AG; US7001916; (2006); B1;,
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.18776-12-0, name is 3-Chloro-1-phenylpropan-1-ol, molecular formula is C9H11ClO, molecular weight is 170.64, as common compound, the synthetic route is as follows.Quality Control of 3-Chloro-1-phenylpropan-1-ol

General procedure: To starting material 9 or 10, respectively (1 mmol) was added 48% aqueous HBr (3 mL) and the mixture was stirred for 3h at room temperature. Thereafter, the solution was poured into a mixture of K2CO3 (1 g) in ice (5.5 g) and additional solid K2CO3 was added for neutralization (pH 7). The crude reaction product was extracted with diethyl ether, the combined organic layers were dried with MgSO4 and evaporated to dryness. The crude product was employed directly in the subsequent reaction step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18776-12-0, 3-Chloro-1-phenylpropan-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Neudorfer, Catharina; Seddik, Amir; Shanab, Karem; Jurik, Andreas; Rami-Mark, Christina; Holzer, Wolfgang; Ecker, Gerhard; Mitterhauser, Markus; Wadsak, Wolfgang; Spreitzer, Helmut; Molecules; vol. 20; 1; (2015); p. 1712 – 1730;,
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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.1117-86-8, name is 1,2-Octanediol, molecular formula is C8H18O2, molecular weight is 146.23, as common compound, the synthetic route is as follows.category: alcohols-buliding-blocks

General procedure: The reactions were performed in a 50 ml autoclave with a Teflon vessel inside equipped with magnetic stirring under 3.0 MPa CO2. After introducing DBU (60.8 mg, 0.4 mmol), propylene glycol (76.1 mg, 1 mmol), 2-methyl-3-butyn-2-ol (126.2 mg, 1.5 mmol), DMF (2 ml), the autoclave was sealed and filled with CO2 to keep thepressure of CO2 under 3.0 MPa. Then, the reaction mixture was stirred at 120 C for 10 h. When the reaction completed, the autoclave was cooled to ambient temperature and residual CO2 was carefully released. Subsequently, the mixture was flushed with DMF and analyzed by GC using biphenyl as an internal standard.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1117-86-8, 1,2-Octanediol, and friends who are interested can also refer to it.

Reference:
Article; Han, Li-Hua; Li, Jing-Yuan; Song, Qing-Wen; Zhang, Kan; Zhang, Qian-Xia; Sun, Xiao-Fang; Liu, Ping; Chinese Chemical Letters; vol. 31; 2; (2020); p. 341 – 344;,
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Reference of 616-29-5, Adding some certain compound to certain chemical reactions, such as: 616-29-5, name is 1,3-Diaminopropan-2-ol,molecular formula is C3H10N2O, 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 616-29-5.

1,3-diaminopropan-2-ol (3 g, 0.033 mol) was dissolved in methanol (300 ml) followed by the addition of triethylamine (33 ml dropwise) and di-tert-butyl dicarbonate [(BOC)2O] (21.793 g, 0.100 mol). The reaction medium was heated at 40-50 C. for 20 min then stirred at room temperature for 1 hour. After evaporation of the solvent, the colorless oil residue was purified by chromatography on silica gel (eluent: dichloromethane/methanol 95:5). The reaction yielded a colorless oil which crystallized slowly. Yield: quantitative Rf (dichloromethane/methanol 95:5): 0.70 IR: nuNH 3368 cm-1; nuCO carbamate 1690 cm-1 MP: 98-100 C. NMR (1H, CDCl3): 1.45 (multiplet, 18H, -CH3- (BOC)); 3.02 (sl, 1H, OH); 3.15-3.29 (multiplet, 4H, BOCNH-CH2-CH-CH2-NHBOC); 3.75 (m, 1H, BOCNH-CH2-CH-CH2-NHBOC); 5.16 (multiplet, 2H, -NHBOC). MS (MALDI-TOF): M+1=291 (M+H+); M+23=313 (M+Na+); M+39=329 (M+K+)

According to the analysis of related databases, 616-29-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Darteil, Raphael; Caumont-Bertrand, Karine; Najib, Jamila; US2006/69156; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 7397-62-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 7397-62-8, name is Butyl 2-hydroxyacetate. This compound has unique chemical properties. The synthetic route is as follows.

The esterification of metharylic acid with BG was done by carbonyl diimidazole coupling. 1 Eq. of methacrylic acid was charged into suitable sized round bottom flask (RBF) with a stir bar. 10 volumes of dichloromethane was then added to it. RBF was then sealed with a rubber septa and the mixture of methacrylic acid and dichloromethane was then flushed with N2 for 5 minutes. The RBF was then placed in an ice bath until the contents cooled down to 0C. Then CDI was then added to the reaction through the mouth of the RBF by removing the septa. Frothing was observed in the reactor. Once the frothing stopped, the reaction vessel was sealed by rubber septa and butyl glycolate was added using a syringe. The ice bath was removed and the reaction allowed to run at room temperature. It was followed by thin layer chromatography (TLC) on silica using 2% isopropanol/98% chloroform and separately using chloroform/methanol/acetic acid (CMA) 98: 2:2. No spot for carbonyl diimidazole was observed after 2.5 hrs. The spot for the compound overlaps with that of carbonyl diimidazole in the TLC done using 2% isopropanol, but a distinct spot was seen for the compound in the TLC done with CMA. Once the reaction was complete, the solvent was removed in vacuo and the sample was purified by column chromatography. The yield was approximately 20%.

According to the analysis of related databases, 7397-62-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF UTAH RESEARCH FOUNDATION; WO2005/97210; (2005); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts