Month: April 2022

Reference of 6945-67-1, Adding some certain compound to certain chemical reactions, such as: 6945-67-1, name is 2-Bromo-4-nitropyridine,molecular formula is C5H3BrN2O2, 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 6945-67-1.

The 2-bromo-4-nitropyridine (200mg, 0.99mmol),4-hydroxypiperidine (149.48mg, 1.48mmol) and cesium carbonate(642.02mg, 1.97mmol) placed in the reaction flask, add 20mL 1,4-Dioxane, react overnight at 100C. The reaction is over,Cool to room temperature, filter,The filtrate was concentrated and purified by column chromatography to obtain the title compound.

According to the analysis of related databases, 6945-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Wang Yong; Zhao Liwen; Wang Yazhou; Quan Xu; Liu Haixuan; Wang Xiaowei; Zhang Yan; Li Xue; Cao Chen; Guo Zhuang; Lv Kunzhi; Wang Hai; Zheng Guochuang; (126 pag.)CN111196804; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 934279-60-4, 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. 934279-60-4, name is 2-Chloro-5-(trifluoromethyl)nicotinaldehyde. A new synthetic method of this compound is introduced below.

A mixture of 2-chloro-5-trifluoromethylpyridine-3-carboxaldehyde (330 mg, 1.6 mmol), trans- (/?)-2-[4-(benzyloxyethyl)cyclohexyl]pyrrolidine (410 mg, 1.5 mmol), potassium carbonate (310 mg. 2.2 mmol) in toluene (3.5 ml_) is stirred under reflux condition for 5 hours. After cooling to room temperature, water and dichloromethane are added and the mixture is extracted with dichloromethane. The combined organic layer is filtered through phase separator and concentrated. The residue is purified by silica gel column chromatography to give frans-2-{(R)-2-[4-(2-ben2yloxyethyl)cyclohexyl]pyrrolidin-1-yl}-5-trifluoromethylpyridine-3-carboxaldehyde (527 mg).0.82-1.23 (m, 4H), 1.69-1.55 (m, 4H), 1.81-1.91 (m, 3H), 1.92-2.11 (m, 3H), 2.98-3.03 (m,1H), 3.23 (d, 2H), 3.65-3.72 (m, 1H), 4.48 (s, 2H), 4.52-4.70 (m, 1H), 7.32 (s, 1H), 7.25-7.37(m, 5H), 8.11 (d, 1H), 8.50 (d, 1H), 9.93 (s. 1H).Rf value: 0.41 (Hexane/EtOAc = 9/1 )

At the same time, in my other blogs, there are other synthetic methods of this type of compound,934279-60-4, 2-Chloro-5-(trifluoromethyl)nicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/73934; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 75073-11-9, 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.75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine, molecular formula is C6H7IN2, molecular weight is 234.04, as common compound, the synthetic route is as follows.

3. Take 12.20 g of compound 10 and 14.60 g of p-acetamidobenzenesulfonyl chloride (compound 4), add it to 200 mL of pyridine, and stir at room temperature for 24 h. Under vacuum, remove the organic reagents to a volume of 50 mL. 200 mL of water was added and a precipitate formed. The precipitate was filtered, washed with 200 mL of water, and dried under vacuum to obtain 9.40 g (compound 11) of a white powder with a yield of about 42%.

Statistics shows that 75073-11-9 is playing an increasingly important role. we look forward to future research findings about 5-Iodo-6-methylpyridin-2-amine.

Reference:
Patent; China Agricultural University; Wang Zhanhui; Shen Jianzhong; Wen Kai; Li Chenglong; Yu Xuezhi; Zhang Suxia; Shi Weimin; Yu Wenbo; (19 pag.)CN110713457; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 66909-38-4, Adding some certain compound to certain chemical reactions, such as: 66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine,molecular formula is C6H7ClN2, 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 66909-38-4.

To a solution of 6-chloro-4-methylpyridin-3 -amine (100 g, 701 mmol) in DMF (1000 mL) was added l-iodopyrrolidine-2,5-dione (189 g, 842 mmol) in portions. The mixture was stirred for 10 h at 25C and then concentrated under reduced pressure. The residue was diluted with water and extracted with EtOAc, washed with brine, dried (Na2S04), filtered and concentrated. The residue was purified by chromatography on Si02, eluted with petroleum ether/EtOAc (10: 1) to give 6-chloro-2-iodo-4-methylpyridin-3-amine. MS (EI) calc’d for C6H7C1IN2 [M+H]+ 269, found 269

According to the analysis of related databases, 66909-38-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; SILIPHAIVANH, Phieng; METHOT, Joey; LIPFORD, Kathryn Ann; MOLINARI, Danielle; SLOMAN, David, L.; WITTER, David; ZHOU, Hua; BOYCE, Christopher; HUANG, Xianhai; LIM, Jongwon; GUERIN, David; KARUNAKARAN, Ganesh Babu; BAKSHI, Raman Kumar; LIU, Ziping; FU, Jianmin; WAN, Zhilong; LIU, Wei; (216 pag.)WO2016/100050; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 64951-08-2, 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.64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid, molecular formula is C8H6N2O2, molecular weight is 162.15, as common compound, the synthetic route is as follows.

To a solution of imidazo[l,2-a]pyridine-2-carboxylic acid, (0.162 g, 1.0 mmol) in acetonitrile (10 mL) was added O-(7-azabenzotriazol-l-yl)-N,N,N’,N’- tetramethyluronium hexafiuoropfiosphate (HATU) (0. 38 g, 1.0 mmol) and the mixture was stirred at room temperature for 15 minutes. Triethylamine (0.46 mL, 3.0 mmol) and 4-(4-(2-(tert- butyl)-6-methylpyrimidin-4-yl)piperazin-l-yl)butan-l -amine (0.305 g, 1.0 mmol) were then added and the mixture was stirred at room temperature overnight. The mixture was then concentrated under reduced pressure, the residue obtained was dissolved in chloroform and washed with saturated aqueous sodium bicarbonate. The organic layer was separated, dried over anhydrous sodium sulfate, filtered and the solvent was removed under reduced pressure. The crude product thus obtained was purified by chromatography over a column of silica using CHCl3-MeOH (96:4) as the eluent to obtain 0.089 g (20%) of the desired product as colorless oil. TLC Rf 0.17 (CHCl3-MeOH, 95:5); 1H NMR (DMSO-d6) delta 1.25 (s, 9H), 1.44-1.60 (m, 4H), 2.23 (s, 3H), 2.23-2.46 (m, 6H), 3.24-3.44 (m, 2H), 3.58 (bs, 4H), 6.47 (s, 1H), 6.97 (td, 1H), 7.37 (td, 1H), 7.56 (dd, J= 9.4, 9.0 Hz, 1H), 8.34 (s, 1H), 8.37 (t, 1H), 8.56 (dt, 1H). ESI MS m/z 450 (MH)+. Anal. (C25H35N7O H20) Calcd: C, 64.21; H, 7.98; N, 20.97. Found: C, 64.53; H, 7.64; N, 20.94.

Statistics shows that 64951-08-2 is playing an increasingly important role. we look forward to future research findings about Imidazo[1,2-a]pyridine-2-carboxylic acid.

Reference:
Patent; SOUTHERN RESEARCH INSTITUTE; ANANTHAN, Subramaniam; WO2014/59265; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 697739-13-2 ,Some common heterocyclic compound, 697739-13-2, molecular formula is C8H6N2O2, 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.

Example 212 (S)-(2,7-Dimethyl-3-(3,4,5-trifluorophenyl)-2,4,5,7-tetrahydro-6H-pyrazolo[3,4-c]pyridin-6-yl)(imidazo[1,5-a]pyridin-8-yl)methanone The title compound was prepared in a manner analogous to Example 288, using imidazo[1,5-a]pyridine-8-carboxylic acid instead of 2-fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid. MS (ESI): mass calcd. for C22H18F3N5O, 425.1; m/z found, 426.1 [M+H]+. 1H NMR (500 MHz, DMSO-d6) delta 8.51-8.38 (m, 2H), 7.55 (s, 2H), 7.24 (s, 1H), 6.84 (dd, J=6.5, 0.9 Hz, 1H), 6.74 (t, J=6.8 Hz, 1H), 5.64 (s, 1H), 4.40 (d, J=307.0 Hz, 1H), 3.80 (s, 4H), 2.64 (t, J=1.9 Hz, 1H), 2.45-2.24 (m, 1H), 1.50 (s, 3H).

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. 697739-13-2, Imidazo[1,5-a]pyridine-8-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Janssen Pharmaceutica NV; Ameriks, Michael K.; Chen, Gang; Huang, Chaofeng; Laforteza, Brian Ngo; Ravula, Suchitra; Southgate, Emma Helen; Zhang, Wei; US2020/102303; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 64951-08-2, 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 64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Step 3 Synthesis of Imidazo[1,2-a]pyridine-2-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide DIPEA (220 mg, 0.3 mL, 1.7 mmol) was added to a stirred solution of imidazo[1,2-a]pyridine-2-carboxylic acid (55 mg, 0.34 mmol) in DMF (5 mL). HOBT (50 mg, 0.37 mmol) and EDCI (163 mg, 0.85 mmol) were then added at room temperature. After 2 minutes, 2-amino-1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethanone hydrochloride (138 mg, 0.37 mmol) (prepared according to a procedure similar to that described in Synthesis Procedure 1, using 5-fluoro-2-(trifluoromethyl)benzoic acid (Aldrich, St. Louis, Mo.) as a starting material) was added and the resulting mixture was stirred at room temperature overnight. Cold water was then added and the resulting precipitate was isolated by filtration. Purification by recrystallisation from 30% ethyl acetate in hexane afforded 70 mg (43%) of imidazo[1,2-a]pyridine-2-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide. LCMS Purity: 90.06%. 1H NMR (DMSO-d6): delta 8.62 (d, 1H), 8.42 (s, 1H), 8.34 (s, 1H), 7.98 (s, 1H), 7.68-7.44 (m, 3H), 7.4 (t, 1H), 7.02 (t, 1H), 4.3 (d, 2H), 3.8-3.44 (m, 6H), 3.28 (bd, 2H).

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 64951-08-2, Imidazo[1,2-a]pyridine-2-carboxylic acid.

Reference:
Patent; Bischoff, Alexander; Subramanya, Hosahalli; Sundaresan, Kumar; Sammeta, Srinivasa Raju; Vaka, Anil Kumar; US2010/160323; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 915107-31-2, Adding some certain compound to certain chemical reactions, such as: 915107-31-2, name is Methyl 6-chloro-5-methoxynicotinate,molecular formula is C8H8ClNO3, 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 915107-31-2.

Step 3. Preparation of methyl 5-methoxy-6-(4-methyl-1 H-imidazol-1 – yl)nicotinate (C7). Methyl 6-chloro-5-methoxynicotinate (C6) (185 mg, 0.918 mmol) was combined with 4-methyl-1 H-imidazole (148 mg, 1 .80 mmol) and cesium fluoride (273 mg, 1 .80 mmol). After the mixture was purged with nitrogen, dimethyl sulfoxide (3.0 mL) was added and the mixture was heated at 1 10 C for 1 .25 hours. After cooling to room temperature, the reaction was combined with an identical reaction carried out on 0.15 mmol of substrate, and poured into aqueous sodium bicarbonate solution (25 mL). After extraction with ethyl acetate (3 x 25 mL), the organic layers were combined, washed with aqueous sodium bicarbonate solution (25 mL), washed with brine (25 mL), dried over magnesium sulfate and concentrated in vacuo. Chromatography on silica (Gradient: 0% to 40% [9:1 ethyl acetate: 2 M ammonia in methanol] in ethyl acetate), afforded the title product. Yield: 148 mg, 0.599 mmol, 56%. LCMS m/z 248.5 (M+1 ). 1 H NMR (400 MHz, CDCI3) delta 2.30 (d, J=0.9 Hz, 3H), 3.98 (s, 3H), 4.04 (s, 3H), 7.63 (m, 1 H), 7.93 (d, 1 .7 Hz, 1 H), 8.47 (d, J=1 .1 Hz, 1 H), 8.68 (d, J=1.8 Hz, 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. 915107-31-2, Methyl 6-chloro-5-methoxynicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O’DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani; WO2011/48525; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 213193-32-9, Adding some certain compound to certain chemical reactions, such as: 213193-32-9, name is 5-Acetyl-2-methoxypyridine,molecular formula is C8H9NO2, 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 213193-32-9.

To a solution of 111-2 (5 g, 33 mmol) in 20 mL of EtOH was added aq. HBr (48%, 60 mL), the reaction mixture was heated to reflux overnight. After being cooled to rt., the mixture was neutralized by addition of saturated aq. NaHCO3, extracted with EtOAc (100 mLx3). The combined organic layer was washed with brine, dried over anhydrous Na2SO4 and concentrated to supply crude 111-3 (3 g, 65% yield) as white solid.

According to the analysis of related databases, 213193-32-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 823221-93-8, name is 5-Bromo-2-chloro-4-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To a solution of 5-bromo-2-chloro-4-(trifluoromethyl)pyridine (24.0 g, 93.02 mmol, 1.0 eq) in methanol (200 mL), was added 30% NaOMe (33.08 mL, 186.04 mmol, 2.0 eq). Then, the reaction mixture was heated at 70C for 6 h. TLC analysis indicated formation of a non-polar spot. The reaction mixture was diluted with water and extracted with EtOAc (3 X 200mL). The separated organic layer was dried over sodium sulfate and concentrated under reduced pressure at 30C. The crude compound was purified by column chromatography (silica gel, 100-200 mesh) using 5% EtOAc in pet ether as an eluent to give 5-bromo-2-methoxy-4-(trifluoromethyl)pyridine (15g, 63.47%) as an off white solid. TLC: 5% EtOAc in pet ether; Rf: 0.8.

The synthetic route of 823221-93-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem