Tag: M.W:100-200

Synthetic Route of 866807-27-4, Adding some certain compound to certain chemical reactions, such as: 866807-27-4, name is 3-Amino-6-chloropyridine-2-carboxylic acid,molecular formula is C6H5ClN2O2, 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 866807-27-4.

[0173j To a solution of 3-amino-6-chloropicolinic acid (860 mg, 4.98 mmol) in dichloromethane (50 ml) was added azetidin-3-ol hydrochloride (580 mg, 5.29 mmol), HATU (2.27 g, 5.98 mmol) and Et3N (1.5 g, 14.95 mmol). The reaction mixture was stirred at 20 C for 2 h. After 2 h, the reaction mixture was concentrated in vacuo and the crude product was purified via flash chromatography on silica gel (0-50% ethyl acetate in petroleum ether) to provide (3 -amino-6-chloropyridin-2-yl)(3 -hydroxyazetidin- 1 -yl)methanone (1.1 g, 73% yield) as a yellow solid. LCMS (ESI) [M+H] = 228.0.

According to the analysis of related databases, 866807-27-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; HEFFRON, Timothy; MALHOTRA, Sushant; WEI, BinQing; CHAN, Bryan; GAZZARD, Lewis; GANCIA, Emanuela; LAINCHBURY, Michael; MADIN, Andrew; SEWARD, Eileen; HU, Yonghan; (101 pag.)WO2018/167147; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 885168-20-7, 2-Bromo-5-fluoro-4-methylpyridine, 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, Computed Properties of C6H5BrFN, blongs to pyridine-derivatives compound. Computed Properties of C6H5BrFN

5-fluoro-4-methyl-pyridine-2-carboxylic acid methyl ester18 g 2-bromo-5-fluoro-4-methyl-pyridine, 1.5 g 1, ?-bis (diphenylphosphino) ferrocene dichloropalladium (II) and 18 g sodium acetate was stirred 17 h at 80C and 5 bar carbon monoxide. The reaction was filtered and the solvent was removed. Diethylether was added to the residue and the mixture was filtered. The filtrate was evaporated to give 12 g desired product. Rt: 0.90 min. (method AB)(M+H)+: 170

The synthetic route of 885168-20-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WO2013/79460; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 64951-08-2, 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. 64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below.

Production Example 3 N-(Tetrahydro-2H-pyran-4-yl)-N-[3-(trifluoromethoxy)benzyl]imidazo[1,2-a]pyridine-2-carboxamide N-[3-(Trifluoromethoxy)benzyl]tetrahydro-2H-pyran-4-amine (242 mg), imidazo[1,2-a]pyridine-2-carboxylic acid (194 mg), EDC.HCl (199 mg), HOBt (138 mg), dimethylformamide (5 mL) and triethylamine (0.33 mL) was stirred overnight at room temperature. The solvents were distilled off under reduced pressure and following extraction with ethyl acetate, the extract was washed with a saturated aqueous solution of sodium hydrogencarbonate and saturated saline, and dried over anhydrous magnesium sulfate. The desiccant was filtered off and, thereafter, the solvents were concentrated. The residue was purified by column chromatography (NH silica gel cartridge; ethyl acetate) to give the titled compound (286 mg). 1H NMR (600 MHz, CHLOROFORM-d) d ppm 1.58-1.97 (m, 4H) 3.35-3.58 (m, 2H) 3.92-4.04 (m, 2H) 4.70-5.75 (m, 3H) 6.75-7.66 (m, 7H) 8.00-8.24 (m, 2H) (ESI pos.) m/z: 420 ([M+H]+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64951-08-2, Imidazo[1,2-a]pyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD.; US2012/10414; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 66909-38-4, 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.66909-38-4, name is 6-Chloro-4-methylpyridin-3-amine, molecular formula is C6H7ClN2, molecular weight is 142.5862, as common compound, the synthetic route is as follows.

Example 7: Preparation of [N’- (3- { [5-bromo-2- (3-chloro- pyridin-2-yl) -2ff-pyrazole- 3-carbonyl] -amino} -6-chloro- 4- methyl-pyridine-2-carbonyl) -hydrazinecarboxylic acid methyl ester (7); Step 1: Preparation of 3-amino-6-chloro-2-iodo-4- methylpyridine 5-Amino-2-chloro-4-methylpyridine (1.35 g) was dissolved in DMF (20 mL) , N-iodosuccinimide (2.59 g) was added and the reaction mixture was stirred at room temperature for 12 hours. Ethyl acetate was added and the organic layer was washed 3x with water, washed with brine, dried over MgSO4 and concentrated in vacuum. The residue was purified by column chromatography (silica 60, hexane/ethyl acetate = 3:1, Rf = 0.30) to afford 1.38 g of the title compound of as an orange solid.1H-NMR (CDCl3, TMS) delta (ppm) : 2.21 (3H, s) , 4.06 (2H, br s), 6.95 (IH, s) .

Statistics shows that 66909-38-4 is playing an increasingly important role. we look forward to future research findings about 6-Chloro-4-methylpyridin-3-amine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2008/130021; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1796-84-5, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1796-84-5 as follows.

Compound 3c (3.0 g, 13.2 mmol), 4-ethoxy-3-nitropyridine (2.7 g, 13.2 mmol) and DIPEA (1.89 g, 14.6 mmol) were dissolved in N-methylpyrrolidinone (5 ml). The reaction mixture was heated to 120 C. for 18 hours. The reaction solution was cooled, extracted with ethyl acetate, washed with water, dried over magnesium sulfate, and concentrated. Then ether was added to precipitate solids, and compound 3d (1.5 g, 33%) was obtained by suction filtration. MS: 347.2 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1796-84-5, its application will become more common.

Reference:
Patent; SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES; LIU, Hong; WU, Beili; ZHENG, Yongtang; XIE, Xin; JIANG, Hualiang; PENG, Panfeng; LUO, Ronghua; LI, Jing; LI, Jian; ZHU, Ya; CHEN, Ying; ZHANG, Haonan; YANG, Liumeng; ZHOU, Yu; CHEN, Kaixian; (94 pag.)US2017/44187; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 183428-91-3, name is 2-Amino-3-methyl-5-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 183428-91-3

A solution of 6-amino-5-methyl-pyridine-3-carbonitrile (31 mg, 0.23 mmol) in sulfuric acid (0.37 mL) was stirred at rt for 3 days. The mixture was poured onto ice and then it was carefully basified with NH4OH. The mixture was extracted with EtOAc. The organic layer was separated, dried (Na2S04), filtered and the solvents evaporated in vacuo to yield intermediate compound 1-117 (50 mg, 100%) as a beige solid.

With the rapid development of chemical substances, we look forward to future research findings about 183428-91-3.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ALONSO-DE DIEGO, Sergio-Alvar; VAN GOOL, Michiel, Luc, Maria; MARTIN-MARTIN, Maria, Luz; CONDE-CEIDE, Susana; ANDRES-GIL, Jose, Ignacio; DELGADO-GONZALEZ, Oscar; TRESADERN, Gary, John; TRABANCO-SUAREZ, Andres, Avelino; (211 pag.)WO2016/16395; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 145255-19-2, name is 5-Aminopyridine-2-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5-Aminopyridine-2-carboxamide

2-Chloro-3-fluoro-6-[2-methoxy-4-(trifluoromethoxy)phenoxy]benzoyl chloride was dissolved in THF (2 mL) and cooled to 0 C. DIEA (138 mu, 0.792 mmol) and 5-aminopyridine-2- carboxamide (40 mg, 0.29 mmol) were added and the resulting suspension was stirred at 0 C for 30 minutes and then allowed to warmed to room temperature and stirred for 16 hours. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic later was separated, dried by passing through a phase separation cartridge and concentrated in vacuo. Silica gel chromatography (0- 100% ethyl acetate/petroleum ether) provided 5-[[2-chloro-3-fluoro-6-[2-methoxy-4- (trifluoromethoxy)phenoxy]benzoyl]amino]pyridine-2-carboxamide (85 mg, 64%). ESI-MS m/z calc. 499.06, found 500.0 (M+l)+;497.9 (M-l)-; retention time (Method E): 3.01 minutes (5 minute run). NMR (400 MHz, DMSO-d6) delta 11.25 (s, 1H), 8.86 (d, J = 2.4 Hz, 1H), 8.28 (dd, J = 8.6, 2.5 Hz, 1H), 8.09 – 7.99 (m, 2H), 7.56 (s, 1H), 7.49 (t, J = 9.0 Hz, 1H), 7.23 – 7.16 (m, 2H), 6.98 (ddd, J = 8.9, 2.8, 1.3 Hz, 1H), 6.84 (dd, J = 9.3, 3.9 Hz, 1H), 3.77 (s, 3H) ppm.

With the rapid development of chemical substances, we look forward to future research findings about 145255-19-2.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; CAMP, Joanne, Louise; FANNING, Lev Tyler, Dewey; HADIDA RUAH, Sara, Sabina; HURLEY, Dennis; SCHMIDT, Yvonne; SHAW, David; SHETH, Urvi, Jagdishbhai; THOMSON, Stephen, Andrew; (691 pag.)WO2019/14352; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 885168-20-7, 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. 885168-20-7, name is 2-Bromo-5-fluoro-4-methylpyridine, molecular formula is C6H5BrFN, 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.

To a mixture of 2-bromo-5-fluoro-4-methylpyridine (25.0 g, 131.5 mmol), tris(dibenzylideneacetone)dipalladium(0) (3.0 g, 3.3 mmol) and 4,5- bis(diphenylphosphino)-9,9-dimethylxanthene (3.8 g, 6.6 mmol) in anhydrous 1 ,4- dioxane (260 mL) was added A/./V-diisopropylethylamine (34.4 mL, 197 mmol) and benzyl mercaptan (14.6 mL, 125 mmol). The reaction mixture was carefully degassed with nitrogen and then heated at 100 C for 16 hours. After cooling to ambient temperature, the reaction mixture was concentrated under reduced pressure. After addition of water (50 mL) to the residue, the mixture was extracted with ethyl acetate (2 x 100 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous sodium sulfate, and filtered. Concentration of the filtrate under reduced pressure and purification of the residue by column chromatography, eluting with a gradient of 0 to 30% of ethyl acetate in heptane, afforded the title compound as colorless oil (28.0 g, 91% yield): 1H NMR (300MHz, DMSO-cfe) £8.38 (d, J = 1.5 Hz, 1 H), 7.38 (dd, J = 8.1 , 1.5 Hz, 2H), 7.27-7.22 (m, 4H), 4.38 (s, 2H), 2.22 (d, J = 0.9 Hz, 3H); MS (ES+) m/z 234.2 (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 885168-20-7, 2-Bromo-5-fluoro-4-methylpyridine.

Reference:
Patent; XENON PHARMACEUTICALS INC.; FOCKEN, Thilo; ANDREZ, Jean-Christophe; BURFORD, Kristen Nicole; DEHNHARDT, Christoph Martin; GRIMWOOD, Michael Edward; JIA, Qi; LOFSTRAND, Verner Alexander; WILSON, Michael Scott; ZENOVA, Alla Yurevna; WESOLOWSKI, Steven Sigmund; SUN, Shaoyi; (205 pag.)WO2020/47323; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1193-71-1, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1193-71-1 as follows.

[00112] To the solution of 4-(5-ethyl-2-(5-methylpyrazin-2-yl)thiazol-4-yl)benzoate (75 mg, 0.22 mmol) in toluene (4 mL) was added 4,6-dimethylpyridin-3-amine (53 mg, 0.42 mmol) and AlMe3 (2M solution in toluene, 0.21 mL, 0.42 mmol). The reaction was heated in microwave at 110 C for 15 min before it was diluted with EtOAc (15 mL) and washed with IN NaOH (25 mL chi 2). The organic phase was dried over magnesium sulfate, filtered, and concentrated. Column chromatography gave compound 5 in 81% yield. [00113] NMR (400 MHz, CDCls) delta 9.34 (d, / = 1.5 Hz, 1H), 8.75 (s, 1H), 8.43 (d, / = 1.5 Hz, 1H), 8.04 – 7.99 (m, 2H), 7.89 – 7.83 (m, 2H), 7.73 (s, 1H), 7.08 (s, 1H), 3.08 (q, / = 7.5 Hz, 2H), 2.64 (s, 3H), 2.54 (s, 3H), 2.32 (s, 3H), 1.43 (t, / = 7.4 Hz, 3H). ESMS cacld (C24H23N5OS): 429.2; found: 430.3 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1193-71-1, its application will become more common.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; CHEN, Shoujun; ZHANG, Junyi; JIANG, Jun; KOWALCZYK-PRZEWLOKA, Teresa; XIA, Zhiqiang; ZHANG, Shijie; WO2013/63385; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 1020253-14-8, name is 6-Chloro-5-fluoronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H2ClFN2

Step 1: 6-(3-(4-((tert-butyldimethylsilyl)oxy)-2-chlorophenyl)-3-hydroxyazetidin-1-yl)-5-fluoronicotinonitrile (0270) A mixture of 26 3-(4-((tert-butyldimethylsilyl)oxy)-2-chlorophenyl)azetidin-3-ol hydrochloride (1c, 0.40 g, 1.1 mmol), 84 2-chloro-3-fluoropyridine-5-carbonitrile (0.18 g, 1.1 mmol), and 23 potassium carbonate (0.43 g, 3.1 mmol) in 8 DMF (2.5 mL) was heated at 65 C. for 30 minutes. The mixture was purified by flash chromatography (silica gel) to provide the desired 130 material. LCMS-ESI+(m/z): [M+H]+ calcd for C21H26ClFN3O2Si: 434.1; found: 434.0.

With the rapid development of chemical substances, we look forward to future research findings about 1020253-14-8.

Reference:
Patent; Gilead Sciences, Inc.; Blomgren, Peter A.; Currie, Kevin S.; Farand, Julie; Gege, Christian; Kropf, Jeffrey E.; Xu, Jianjun; (35 pag.)US2017/355693; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem