Tag: M.W=100-200

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.1202577-61-4, name is trans-(4-(Trifluoromethyl)cyclohexyl)methanol, molecular formula is C8H13F3O, molecular weight is 182.18, as common compound, the synthetic route is as follows.Recommanded Product: 1202577-61-4

(45B) Methyl (3S)-3-ethoxy-3-(4-{[trans-4-(trifluoromethyl)cyclohexyl]methoxy}phenyl)propionateMethyl (3S)-3-ethoxy-3-(4-hydroxyphenyl)propionate (150 mg, 0.669 mmol) produced in Example 41 (41C) and [trans-4-(trifluoromethyl)cyclohexyl]methanol (183 mg, 1.00 mmol) produced in (45A) were dissolved in tetrahydrofuran (5 mL), and triphenylphosphine (350 mg, 1.34 mmol) and a 40% diethyl azodicarboxylate toluene solution (600 muL, 1.34 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 50 C. for 3 hours.After the reaction solution was cooled to room temperature, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 80:20 (v/v)), whereby the objective title compound was obtained as a colorless oily substance (103 mg, yield: 40%).1H NMR (CDCl3, 400 MHz): delta1.07-1.17 (2H, m), 1.14 (3H, t, J=7.0 Hz), 1.30-1.43 (2H, m), 1.74-1.86 (1H, m), 1.95-2.05 (5H, m), 2.56 (1H, dd, J=5.1, 15.3 Hz), 2.81 (1H, dd, J=9.0, 15.3 Hz), 3.30-3.39 (2H, m), 3.67 (3H, s), 3.77 (2H, d, J=6.3 Hz), 4.68 (1H, dd, J=5.1, 9.0 Hz), 6.86 (2H, d, J=9.0 Hz), 7.25 (2H, d, J=9.0 Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1202577-61-4, trans-(4-(Trifluoromethyl)cyclohexyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; DAIICHI SANKYO COMPANY, LIMITED; US2011/53974; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 10488-69-4, Ethyl 4-chloro-3-hydroxybutanoate, 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, COA of Formula: C6H11ClO3, blongs to alcohols-buliding-blocks compound. COA of Formula: C6H11ClO3

EXAMPLE 1 Preparation of (S)-3-Hydroxy-gamma-butyrolactone To 500 g (3 mol) of ethyl (S)-4-chloro-3-hydroxybutyrate (produced by Takasago International Corporation; purity: 98percent; optical purity: 93percent ee) was added 1 l of 0.5N hydrochloric acid, and the solution was heated under reflux for 2 hours. After cooling, the reaction solution was neutralized with a 50percent aqueous solution of sodium hydroxide, and water was evaporated under reduced pressure. To the residual mixture of crystals and an oily substance was added 500 ml of ethyl acetate, followed by stirring. The crystals were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was distilled under reduced pressure to give 232 g of the title compound as a colorless substance (purity: 99percent; yield: 75percent). Boiling point: 140¡ã C./1 mmHg Optical rotation: [alpha]D24 =-79.53¡ã (c=2.07, ethanol) 1 H-NMR (CDCl3) delta ppm: 2.51 (1H, d, J=18 Hz), 2.76 (1H, dd, J=6, 18 Hz), 3.71 (1H, brs, OH), 4.31 (1H, d, J=10.3 Hz), 4.42 (1H, dd, J=4.4, 14.7 Hz), 4.65-4.69 (1H, m, CH–OH)

The synthetic route of 10488-69-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takasago International Corporation; US5780649; (1998); A;,
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Application of 14002-80-3 ,Some common heterocyclic compound, 14002-80-3, molecular formula is C6H12O3, 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.

Compound 47F: 3-(4-lodopyrazol-1 -yl)-2,2-dimethylpropionic acid methyl esterA solution of 4-iodo-1 /-/-pyrazole (194 mg, 1 mmol), 3-hydroxy-2,2-dimethylpropionic acid methyl ester (200 mg, 1.5 mmol) and triphenylphosphine (393 mg, 1.5 mmol) in THF (5 mL) was treated with DIAD (0.3 mL, 1 .5 mmol) at room temperature. After 2h, the reaction mixture was concentrated and the crude residue was purified by column chromatography (Si02, 10% ethyl acetate/hexanes) to give 249 mg (81 %) of desired product as an oil. 1H NMR (5007.46 (s, 1 H), 3.69 (s, 2H), 3.55 (s, 3H), 1.18 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14002-80-3, its application will become more common.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; CREW, Andrew, P.; DONG, Hanqing; FERRARO, Caterina; SHERMAN, Dan; SIU, Kam, W.; WO2012/74951; (2012); A1;,
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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 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3,3,3-Trifluoropropan-1-ol

Example 91 6-[5-Bromo-6-(3,3,3-trifluoro-propoxy)-pyridin-2-ylmethyl]-5-methyl-[1,2,5]oxadiazolo[3,4-b]pyridin-7-ylamine 6-(5-Bromo-6-fluoro-pyridin-2-ylmethyl)-5-methyl-[1,2,5]oxadiazolo[3,4-b]pyridin-7-ylamine (example 22) (45.0 mg, 0.13 mmol), 3,3,3-trifluoro-propan-1-ol (151.8 mg, 1.33 mmol)) and cesium carbonate (108.4 mg, 0.33 mmol) are dissolved in 1.0 mL of tetrahydrofuran. and stirred at 120¡ã C. for 15 minutes. The reaction mixture is concentrated under reduced pressure and the residue is purified by RP-HPLC (modifier: ammonium hydroxide). Yield: 36 mg (62percent of theory) HPLC (Method 5): Retention time=0.89 min.; m/z=431, 433 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 2240-88-2.

Reference:
Patent; Boehringer Ingelheim International GmbH; GODBOUT, Cedrickx; TRIESELMANN, Thomas; VINTONYAK, Viktor; (84 pag.)US2018/37594; (2018); A1;,
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Electric Literature of 702-82-9, 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. 702-82-9, name is 3-Aminoadamantan-1-ol. A new synthetic method of this compound is introduced below.

Compound (S)-1-(2-chloroacetyl) pyrrolidine-2-carbonitrile (12.1 g, 70.3mmol) is added to dichloromethane (200mL), stir for 10 minutes, hydroxyl adamantanamine (12.7 g, 66.8mmol) is slowly added to the above solution, the resulting solution is stirred at room temperature for 10 minutes, Potassium carbonate (19. 3g, 140mmol) is added to the reaction solution, the reaction is stirred for 4 hours.The reaction solution has been filtered, the filter cake is washed with dichloromethane (50mL), combined filtrates. Rotate the solvent to get dryness, the residual oil is added to ethyl acetate to dissolve. The resulting ethyl acetate solution is washed with water (50mL X 2), dry over anhydrous sodium sulfate for 2 hours. The desiccant has been removed; and dried then obtained the crude compound 6 (21.2g).Vildagliptin crude (21. 2g) is added into the reactor which is containing 100mL 2-butanone. The mixture is heated to reflux (95 C) and stirred for 30 minutes. The mixture is filtered into a preheated (75 C) reactor; the filter cake is washed with using hot 2-butanone (100mL). The filtrate is heated to reflux for 30 minutes, slowly cool down at room temperature. Let stand overnight. The system is cooled with an ice water bath for 1 hour. The resulting suspension is filtered, the filter cake is washed twice with 2-butanone.The filter cake has been dried, and obtained target product Vildagliptin 12. 4g(white crystal), 61.3%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,702-82-9, its application will become more common.

Reference:
Patent; Shenzhen Hanyu Pharmaceutical Co., Ltd.; Liu Feimeng; Fang Yihua; Liu Jian; Ma Yaping; Yuan Jiancheng; (10 pag.)CN105884669; (2016); A;,
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Electric Literature of 100-37-8, Adding some certain compound to certain chemical reactions, such as: 100-37-8, name is 2-(Diethylamino)ethanol,molecular formula is C6H15NO, 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 100-37-8.

Valsartan 1.75 g (4.25 mmol),Dichloromethane 30mL,0.49 g (4.25 mmol) of 2- (diethylamino) ethanol was added to the reaction flask,After warming to reflux, 0.34 mL (4.25 mmol) of thionyl chloride,Reaction for 1 hour,HPLC detection reaction was complete,After treatment, the reaction mixture was evaporated to dryness under reduced pressure,Cooled to room temperature by adding 5mL of water,With sodium hydroxide solution to adjust pH = 9 ~ 10,Extract with 30 mL of dichloromethane,The combined organic layers were dried over anhydrous sodium sulfate,2.10 g of Compound (II) concentrated by filtration under reduced pressure were filtered off with a desiccant,Yield 92.5%.

According to the analysis of related databases, 100-37-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kebeiyuan (Beijing) Bio-pharmaceutical Technology Co., Ltd.; Beijing Zhiyuan Technology Co., Ltd.; Liu Qi; Cheng Zengjiang; (46 pag.)CN107468685; (2017); A;,
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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. 13674-16-3, name is Methyl 2-hydroxy-3-phenylpropanoate, the common compound, a new synthetic route is introduced below. SDS of cas: 13674-16-3

EXAMPLE 116 (R)-2-[4-(6-Cyano-benzo[b]naphtho[2,3-d]thiophen-11-yl)-phenoxy]-3-phenyl-propionic acid Prepared from 11-(4-hydroxy-phenyl)-benzo [b]naphtho[2,3-d]thiophene-6-carbonitrile (Example 44) and (S)-2-hydroxy-3-phenylpropionic acid, methyl ester (Example 96). White solid: mp 145-148 C.: [a]D25=-2.03 (7.883 mg/mL CHCl3); NMR (CDCl3); delta8.31 (ddd, J=8, 1, 1 Hz, 1 H), 7.78 (ddd., J=8, 1, 1 Hz, 1 H), 7.70 (ddd, J=8, 8, 1 Hz, 1 H), 7.56 (ddd, J=8, 1, 1 Hz, 1 H), 7.47-7.37 (m, 6 H), 7.32 (ddd, J=8, 7, 1 Hz, 1 H), 7.20 (dd., J=8, 2 Hz, 1 H),7.14-7.05 (m, 4 H), 6.62 (ddd, J=8, 1, 1 Hz, 1 H), 5.06 (dd, J=7, 5 Hz, 1 H), 3.44 (d, J=5 Hz, 1 H), 3.42 (d, J=7 Hz, 1 H); MS (EI): [M+], 499 (100%); Anal. Calc. for C32H21NO3S: C, 76.93, H, 4.24, N, 2.80. Found: C, 75.77, H, 4.22, N, 2.70.

The synthetic route of 13674-16-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Home Products Corporation; US6110962; (2000); A;,
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Electric Literature of 111-90-0, 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 111-90-0, name is Diethylene Glycol Monoethyl Ether. This compound has unique chemical properties. The synthetic route is as follows.

59-1) Synthesis of 2-(2-ethoxyethoxy)ethyl 4-methylbenzenesulfonate 432 mg (3.22 mmol) of 2-(2-ethoxyethoxy)ethanol was dissolved in 40 ml of dichloromethane, and 0.6 ml (4.19 mmol) of triethylamine and 614 mg (3.22 mmol) of p-toluenesulfonyl chloride were added thereto. The mixture was stirred at room temperature for 15 hours. After the solvent was removed under reduced pressure, 40 ml of water was added thereto. The mixture was extracted with 30 ml of ethyl acetate. The solvent was removed under reduced pressure to give 760 mg (2.64 mmol) of the title compound in a yield of 82%. 1H NMR (CDCl3, ppm): delta 1.20(3H, t), 2.35(3H, s), 3.35(2H, q), 3.52(2H, t), 3.57-3.60(4H, m), 4.08(2H, t), 7.33(2H, d), 7.78(2H, d) FAB MS(m/e)=289 [M+1]

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 111-90-0, Diethylene Glycol Monoethyl Ether.

Reference:
Patent; Lee, Jin-Ho; Hong, Chang-Yong; Park, Tae-Sik; Kim, Jong-Hyun; Choi, Sei-Hyun; Yoon, Sook-Kyung; Chung, Hyun-Ho; Jeong, Shin-Wu; Hwang, Kwang-Yeon; Shin, Dong-Kyu; US2003/149034; (2003); A1;,
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Electric Literature of 75853-18-8, 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. 75853-18-8, name is 2,3-Difluorobenzyl alcohol. A new synthetic method of this compound is introduced below.

Example 218: 4-[2-(2,3-Difluorobenzyloxy)ethyl]piperidine-l-carboxylic acid tert-butyl esterA stirred solution of (2,3-difluorophenyl)methanol (50 mg, 350 mumol) in anhydrous THF (2 mL) was treated with tBuOK (47 mg, 42 mumol) and then 4-(2-methanesulfonyloxy- ethyl)piperidine-l-carboxylic acid tert-butyl ester (Preparation 10) was added. The resulting mixture was heated under reflux for 12 h, cooled and poured into saturated aqueous NH4Cl, and extracted with EtOAc (20 mL). The organic phase was washed with brine (5 mL), dried (MgSO4) and evaporated. The residue was purified by column chromatography (IH-EtOAc, 4: 1) to afford the title compound: RT = 4.39 min; m/z (ES+) = 356.1 [M+ H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75853-18-8, 2,3-Difluorobenzyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; PROSIDION LIMITED; WO2007/3962; (2007); A2;,
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Reference of 5020-41-7, 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.5020-41-7, name is 2-(3-Methoxyphenyl)ethanol, molecular formula is C9H12O2, molecular weight is 152.1904, as common compound, the synthetic route is as follows.

28.90 g (0.217 mol) of aluminum chloride was slurried in 400 mL of methylene chloride under a N2 atmosphere and cooled to 0 C. 15.0 g (0.0985 mol) of 2-(3-Methoxy-phenyl)-ethanol and 17.02 g (0.217 mol) of acetyl chloride were combined in methylene chloride and following the exotherm, this solution was added dropwise to the aluminum chloride slurry at 0 C. The reaction mixture was allowed to stir at 0 C. for 1 h and at ambient temperature for 45 min. The reaction was carefully poured into 1M HCl (300 ml) and the aqueous layer was extracted with dichloromethane (3×100 ml) and the combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to afford crude product which was loaded onto a silica gel column. Using 20% ethyl acetate in hexane yielded 17.94 g (77%) of Acetic acid 2-(2-acetyl-5-methoxy-phenyl)-ethyl ester 38. 1H NMR (CDCl3): 2.00 (s-3H), 2.54 (s-3H), 3.24 (t-2H), 3.84 (s-3H), 4.28 (t-2H), 6.75-6.81 (m-2H), 7.77 (d-1H; J=8.52 Hz).

Statistics shows that 5020-41-7 is playing an increasingly important role. we look forward to future research findings about 2-(3-Methoxyphenyl)ethanol.

Reference:
Patent; Pfizer Inc., Pfizer Inc.; US2004/77853; (2004); A1;,
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