Month: January 2021

Related Products of 101-98-4 ,Some common heterocyclic compound, 101-98-4, molecular formula is C10H15NO, 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.

Preparation 3A; Biphenyl-2-ylcarbamic Acid 1-[2-(Benzylmethylamino)ethyl]piperidin-4-yl Ester The title compound was prepared by mesylation of N-benzyl-N-methyl ethanolamine, which was then reacted with biphenyl-2-ylcarbamic acid piperidin-4-yl ester in an alkylation reaction. A 500 mL flask (reactor flask) was charged with N-benzyl-N-methylethanolamine (24.5 mL), DCM (120 mL), NaOH (80 mL; 30 wt %) and tetrabutylammonium chloride. Mixing at low speed throughout the reaction, the mixture was cooled to -10 C. (cooling bath), and the addition funnel charged with DCM (30 mL) and mesyl chloride (15.85 mL), which was added drop wise at a constant rate over 30 minutes. The addition was exothermic, and stirring was continued for 15 minutes while the temperature equilibrated back to -10 C. The reaction was held for at least 10 minutes to ensure full hydrolysis of the excess mesyl chloride. A 250 mL flask was charged with biphenyl-2-ylcarbamic acid piperidin-4-yl ester (26 g; prepared as described in Preparation 1) and DCM (125 mL), stirred for 15 minutes at room temperature, and the mixture chilled briefly to 10 C. to form a slurry. The slurry was then charged into the reactor flask via the addition funnel. The cooling bath was removed and the reaction mixture was warmed to 5 C. The mixture was transferred to a separatory funnel, the layers allowed to settle, and the aqueous layer removed. The organic layer was transferred back to the reactor flask, stirring resumed, the mixture held to room temperature, and the reaction monitored by HPLC for a total of 3.5 hours. The reactor flask was charged with NaOH (1M solution; 100 mL), stirred, and the layers allowed to settle. The organic layer was separated, washed (NaCl satd. solution), its volume partially reduced under vacuum, and subjected to repeated IPA washings. The solids were collected and allowed to air-dry (25.85 g, 98% purity). Additional solids were obtained from further processing of the mother liquor (volume reduction, IPA, cooling).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,101-98-4, its application will become more common.

Reference:
Patent; THERAVANCE, INC.; US2006/205775; (2006); A1;,
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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.67853-03-6, name is Methyl 3-(hydroxymethyl)benzoate, molecular formula is C9H10O3, molecular weight is 166.1739, as common compound, the synthetic route is as follows.Computed Properties of C9H10O3

To a solution of PI-23a (4.1 g, 24.7 mmol, 1.0 eq) in THF (100 mL) was successively added 1,4-hydroquinone (5.4 g, 49.4 mmol, 2.0 eq), PPh3 (13.0 g, 49.4 mmol, 2.0 eq) and DEAD (8.6 g, 49.4 mmol, 2.0 eq) at 0C. The mixture was allowed to warm to room temperature and stirred for 16 h. Then the mixture was quenched with H2O (100 mL) and extracted with ethyl acetate (2100 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on a silica gel (PE/EA, 2:1) to give compound PI-23b (2.1 g, 33%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67853-03-6, Methyl 3-(hydroxymethyl)benzoate, and friends who are interested can also refer to it.

Reference:
Patent; Foresee Pharmaceuticals Co., Ltd.; YANG, Wenjin; CHANG, Kai-Wei; LIU, Suying; TSAI, Cheng-Han; (98 pag.)US2019/352288; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 2807-30-9, 2-Propoxyethanol, 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: 2-Propoxyethanol, blongs to alcohols-buliding-blocks compound. Recommanded Product: 2-Propoxyethanol

example: of pretilachlor, wherein the steps of specific reaction of producing pretilachlor is: Reacting the ethylene glycol monopropyl The present invention comprises a process for the production ether with thionyl chloride to form a chloroether, carried out condensation reaction of chloroether with aniline to obtain a condensation product. The condensed product is distillated to obtain distilled amine ether, and the distilled amine ether is subjected to an acylation reaction to obtain pretilachlor. In the step of producing the chloroether, the thionyl chloride is mixed with the ethylene glycol monopropyl ether by dropwise addition.The step of producing the chlorinated ether is: The ethylene glycol monopropyl ether placed into the reactor, stirring, thionyl chloride was added drop wise. after the completion of drop wise addition the insulation reaction was carried out for 2 hours to produce hydrogen chloride and sulfur dioxide tail gas and chloroether. the mentioned produced chloroether further comprises the step of treating the hydrogen chloride and the sulfur dioxide tail gas, wherein the step of treating the hydrogen chloride and the sulfur dioxide tail gas is: Hydrogen chloride and sulfur dioxide tail gas are absorbed by both water and alkali, hydrogen chloride prepared hydrochloric acid and sulfur dioxide made of sodium sulfite.The step of carrying out the condensation reaction of the chloroether with aniline is: Aniline and chloroether placed into the reactor, raise the reaction temperature using thermal conductive oil , the end of the reaction layers were separated by adding liquid caustic, oil layer into the next distillation step, water layer was drained. The step of distillating the condensed product to obtain a rectified amine ether is: The condensation product is added to the aniline distillation kettle and carried out distillation, an excess of aniline is separated and applied, then amine ether was placed into distillation kettle to carried distillation of amine ether until the acceptance of qualified amine ether and a small amount of high boiling point residue was directly slag discharged.the steps of acylation reaction of distilled amine ether is as follow: after the qualified amine ether was metered it was put into the acylation kettle, and then placed into the solvent of toluene and liquid caustic soda, slowly dropwise added the measured Chloroacetyl chloride and after the completion of the dropwise addition the reaction was incubation for one hour. then it was placed into the water kettle and wash with water. The upper layer into the desolvation process and the water layer to the sewage treatment. the steps of mentioned desolvation process is: the washed pretilachlor and toluene liquid put into the lifting film for desolvation and the solvent into the application appliquer and finally obtained pretilachlor crude oil .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2807-30-9, 2-Propoxyethanol, and friends who are interested can also refer to it.

Reference:
Patent; Jiangsu Huifeng Technology Co Ltd; Sun, Lei; He, erjin; Mao, Jian; Zhu, Jianmin; Xu, Xujin; Zhao, Jianlong; Zhang, DaLiang; Tian, tongmei; (4 pag.)CN105272869; (2016); A;,
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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 33420-52-9, name is 2,2-Difluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. category: alcohols-buliding-blocks

To a solution of 2,2-difluoropropanol (500 mg, 5.2 mmol) and triethylamine (632 mg, 6.2 mmol) in dichloromethane (5 mL) was added trifluoromethanesulfonic anhydride (1.76 g, 6.2 mmol) at -50 C. The reaction mixture was stirred at -50 C. for 2 h and then diluted with dichloromethane (20 mL). The organic layer was washed with water (10 mL), 1 M citric acid (10 mL), saturated aqueous sodium bicarbonate (10 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure (water bath temperature 0 C.) to give the crude 2,2-difluoropropyl trifluoromethanesulfonate (600 mg, 51%) as a pink oil, used in the next step without further purification.

With the rapid development of chemical substances, we look forward to future research findings about 33420-52-9.

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
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Application of 6920-22-5, 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 6920-22-5, name is Hexane-1,2-diol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A homemade airtight electrolysis cell was used equipped with areticulated vitreous carbon (RVC) as working electrode (basi, USA),a bridged Ag/AgCl reference electrode with 2 M LiCl ethanol solution as inner solution and a 0.1 M Bu4NBF4 DMSO as bridge solution was used and the counter electrode, a platinum rod electrode, was put in a divided cell separated from the anodic partby a ceramic frit. In a typical electrolysis experiment 4 mL of a 0.2 MBu4NBF4 DMSO solution was added to the divided part followed bythe addition of 200 mL of acetic acid. In the anodic part neocuproinePd(OAc)2 (0.1 equivalent), 2,6-dimethoxybenzoquinone(0.6 equivalent) and the alcohol (0.7 mmol) was added to a 14 mL solution of 0.2 M Bu4NBF4 in DMSO. The cell was closed andput under an argon atmosphere. Stirring was started, next apotential of 0.7 V was applied. After the appropriate reaction time30 mL of water was added to the reaction mixture. The resultingmixture was extracted with tert-butylmethylether (3 times 25 mL).The collected organic layer was washed with 15 mL of water tofurther remove DMSO. Next the organic layer was dried withMgSO4 filtered and evaporated. The resulting solution wasexamined with NMR. Isolated products were obtained usingcolumn chromatography with heptane/ethylacetate (7/3) aseluent.

According to the analysis of related databases, 6920-22-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lybaert; Tehrani, K. Abbaspour; De Wael; Electrochimica Acta; vol. 247; (2017); p. 685 – 691;,
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Synthetic Route of 431-38-9 ,Some common heterocyclic compound, 431-38-9, molecular formula is C3H6F3NO, 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.

A solution of 50 mg intermediate 3-oxo-2-(pyridin-3-yl)-6-[4-(trifluoromethoxy)phenyl]-2 ,3-dihydropyridazine-4-carboxylic acid, 34 mg 3-amino-i ,i ,i-trifluoro-2-propanol, 101 mg HATU,0.1 mL ethyldiisopropylamine and 1 mg 4-dimethylaminopyridine in 1 mL of DMF was stirred atrt for 14 hours. Then the reaction mixture was filtered and subjected to RP-HPLC (instrument:Labomatic HD-3000 HPLC gradient pump, Labomatic Labocol Vario-2000 fraction collector;column: Chromatorex 0-18 125 mm x 30 mm, eluent A: water + 0.2 vol% aqueous ammonia(32%), eluent B: acetonitrile; gradient: A 70% I B 30% – A 30% I B 70%; flow: 150 mLlmin;UV-detection: 254 n m) to yield 8 mg rac-3-oxo-2-(pyrid in-3-yl)-N-[3,3,3-trifluoro-2-hydroxypropyl]-6-[4-(trifluoromethoxy)phenyl]-2,3-d ihyd ropyridazine-4-carboxamide.1H NMR (400 MHz, DMSO-d6) 6 [ppm] = 3.48 (ddd, 1 H), 3.70 – 3.79 (m, 1 H), 4.16 -4.29 (m, 1H), 6.66 (d, 1 H), 7.52 (d, 2 H), 7.64 (dd, 1 H), 8.09 – 8.14 (m, 2 H), 8.15 – 8.20 (m, 1 H), 8.67 -8.72 (m, 2 H), 8.93 (d, 1 H), 9.61 (t, 1 H).

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. 431-38-9, 3-Amino-1,1,1-trifluoropropan-2-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; DEUTSCHES KREBSFORSCHUNGSZENTRUM; GUTCHER, Ilona; ROeHN, Ulrike; SCHMEES, Norbert; ZORN, Ludwig; ROeSE, Lars; BADER, Benjamin; KOBER, Christina; CARRETERO, Rafael; STOeCKIGT, Detlef; IRLBACHER, Horst; PLATTEN, Michael; (397 pag.)WO2018/146010; (2018); A1;,
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Reference of 78573-45-2 ,Some common heterocyclic compound, 78573-45-2, molecular formula is C10H11F3O, 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.

At room temperature, 15 ml of CHCl,3g 3- (3-trifluoromethylphenyl) propanol was added to a 100 ml reaction flaskA, 2.2 g of triethylamine, stirred and dissolved, and dropwise 2 g of methanesulfonyl chloride. After completion of the dropwise addition, the reaction was carried out for 2 to 3 hours The reaction kettle by adding 9ml 1mol / l of dilute hydrochloric acid stirring, liquid separation. Add 9ml 5% NaHCO3 solution to wash the organic phase, stir Mix and disperse. The organic phase was washed with 9 ml of 25% NaCl, stirred and partitioned. Add anhydrous Na2SO4 to dry and filter. stress reliever The product was distilled to give 5.5 g of a pale yellow liquid in 100% yield.

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. 78573-45-2, 3-(3-(Trifluoromethyl)phenyl)propan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Qing Song Pharmaceutical Co., Ltd.; Zhang, Jian; Chen, Xiaona; Zhang, Shubin; Gao, Junfeng; Tan, Zhouhong; (7 pag.)CN106543008; (2017); A;,
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Synthetic Route of 671802-00-9, 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. 671802-00-9, name is tert-Butyl 3-(2-hydroxyethoxy)propanoate. A new synthetic method of this compound is introduced below.

To a solution of fe/f-butyl 3-(2-hydroxyethoxy)propanoate (500.0 mg, 2.63 mmol) in DCM (2 ml_) were added CBr4 (1395 mg, 4.21 mmol) and PPh3 (965 mg, 3.68 mmol) at 0 C. The mixture was stirred at room temperature for 2 h. The resulting mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography, eluting with a gradient 1 % – 15% of ethyl acetate in petroleum ether. The fractions containing the desired product were combined and concentrated to afford tert- butyl 6-bromohexanoate. Thus prepared, a solution of tert-butyl 6-bromohexanoate (5 g, 19.91 mmol) in acetonitrile (10 ml) was treated with trimethylamine (13.56 ml, 59.7 mmol) and the resulting solution was heated at 50 C overnight. The solution was concentrated to give lnt-4ba. LC/MS: M+= 230.3.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,671802-00-9, tert-Butyl 3-(2-hydroxyethoxy)propanoate, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WOOD, Harold, B.; JOSIEN, Hubert, B.; TUCKER, Thomas, Joseph; KEREKES, Angela, Dawn; TONG, Ling; WALJI, Abbas, M.; NAIR, Anikumar, G.; DING, Fa-Xiang; BIANCHI, Elisabetta; BRANCA, Danila; WU, Chengwei; XIONG, Yusheng; HA, Sookhee, Nicole; LIU, Jian; BOGA, Sobhana, Babu; (183 pag.)WO2019/246349; (2019); A1;,
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Reference of 83647-43-2 , The common heterocyclic compound, 83647-43-2, name is (3-Bromo-2-methylphenyl)methanol, molecular formula is C8H9BrO, 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 flask charged with (3-bromo-2-methylphenyl)methanol (6.0 g, 30 mmol) was added a 1M trifluoroacetic acid solution of thallium trifluoroacetate (16.2 g, 29.8 mmol). The mixture was stirred at room temperature overnight. The solvent was removed under vacuum, and the residue was pumped under high vacuum for 30 minutes to ensure complete removal of TFA. To the residue was then added palladium(II) chloride (529 mg, 2.98 mmol), lithium chloride (2.53 g, 59.7 mmol), magnesium oxide (2.41 g, 59.7 mmol), and methanol (150 mL). The reaction was flushed with CO twice, and kept under CO at room temperature. Analysis by LC showed a big product spot within 2 hours. To this solution was added ethyl acetate to precipitate the salts. The black solution was filtered through a Celite diatomaceous earth pad, washed with EtOAc, adsorbed onto silica and purified by silica gel chromatography to afford 5-bromo-4-methyl-2- benzofuran-1 (3H)-one. -N R (500 MHz, CDC13) delta ppm 7.71 (d, J= 8.0 Hz, 1H), 7.58 (d, J= 8.0 Hz, 1H), 5.25 (s, 2H), 2,37 (s, 3H).

The synthetic route of 83647-43-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; PASTERNAK, Alexander; SHI, Zhi-Cai; CATO, Brian; KIM, Esther, Y.; WO2013/66718; (2013); A2;,
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Application of 68327-04-8, 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.68327-04-8, name is (1S,2S)-2-Aminocyclopentanol hydrochloride, molecular formula is C5H12ClNO, molecular weight is 137.6079, as common compound, the synthetic route is as follows.

2,6-Dichloro-N,N? -dimethyl-pyrimido [5 ,4-dj pyrimidine-4,8-diamine (88) (300 mg, 1.16 mmol) and (1S,2S)-2-aminocyclopentanol hydrochloride were reacted innbutanol and the crude product was purified by flash column chromatography using gradient elution from CH2C12 / EtOAc (99/1) to CH2C12 / EtOAc (1/4) to afford (1S,2S)-2-((6-chloro- 4, 8-bis(methylamino)pyrimido[5,4-djpyrimidin-2-yl)amino)-cyclopentanol (138) (310 mg,83% yield). 300 MHz ?H NMR (CDC13, ppm): 6-75-6.61 (1H, m) 6.47 (1H, br s) 5.30 (1H, br s) 5.14 (1H, d, J=3.8 Hz) 4. 14-3.95 (2H, m) 3.12 (3H, d, J=5.2 Hz) 3.05 (3H, d, J=5.2 Hz) 2.28-2.02 (2H, m) 1.94-1.61 (3H, m) 1.61-1.43 (1H, m). ESI-MS (m/z): 324, 326 [M+Hf?.

The chemical industry reduces the impact on the environment during synthesis 68327-04-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GALLEON PHARMACEUTICALS, INC.; DAX, Scott L.; MENCEL, James Joseph; OZOLA, Vita; SUNA, Edgars; SHUBIN, Kirill; (294 pag.)WO2017/3822; (2017); A1;,
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