Category: 72587-18-9

Synthetic Route of 72587-18-9, 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. 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

[0276] [B] N- (2-Chloro-5- (trifluoromethyl) pyridin-3-yl) acetamide [0277] [0278] A mixture solution of 2-chloro-5- (trifluoromethyl) pyridin-3-amine (75 g, 381.6 mmol) and Ac2O (82.5 mg, 808.1 mmol) in pyridine (200 mL) was stirred at 80 for 16 h. After cooling to room temperature, it was diluted with EtOAc (500 mL), washed with water and brine. The organic layer was dried over anhy. Na2SO4, filtered, and concentrated in vacuo to give a crude product, which was first purified by silica gel flash chromatography (petroleum etherEtOAc 51) and then crystallization in petroleum ether (100 mL) to afford the title compound (65 g, mixture of mono-and bis-Ac protected product, 73yield) as white solids. MS239.0 [M+H] +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; WANG, Lisha; CUMMING, John Graham; LIU, Yongfu; WU, Jun; LI, Dongbo; SHEN, Hong; SHI, Tianlai; (179 pag.)WO2017/133657; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 72587-18-9, 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. 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

[0276] [B] N- (2-Chloro-5- (trifluoromethyl) pyridin-3-yl) acetamide [0277] [0278] A mixture solution of 2-chloro-5- (trifluoromethyl) pyridin-3-amine (75 g, 381.6 mmol) and Ac2O (82.5 mg, 808.1 mmol) in pyridine (200 mL) was stirred at 80 for 16 h. After cooling to room temperature, it was diluted with EtOAc (500 mL), washed with water and brine. The organic layer was dried over anhy. Na2SO4, filtered, and concentrated in vacuo to give a crude product, which was first purified by silica gel flash chromatography (petroleum etherEtOAc 51) and then crystallization in petroleum ether (100 mL) to afford the title compound (65 g, mixture of mono-and bis-Ac protected product, 73yield) as white solids. MS239.0 [M+H] +.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; WANG, Lisha; CUMMING, John Graham; LIU, Yongfu; WU, Jun; LI, Dongbo; SHEN, Hong; SHI, Tianlai; (179 pag.)WO2017/133657; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

To a solution of 2-chloro-3-amino-5(trifluormethyl)pyridine (0.78 g, 3.97 mmol) in dichloromethane (10 ml) are added subsequently at 0 C. glacial acetic acid (5 ml), acetone (0.62 g, 10.7 mmol) and borane-dimethyl sulfide (0.33 g, 4.37 mmol). After warming to room temperature the resulting solution is stirred for 16 h. The reaction mixture is cooled to 0 C., and then a 25% aqueous ammonia solution is added until a pH of 8 is reached. After addition of water (5 ml) the aqueous phase is removed and extracted three times with dichloromethane (40 ml). The combined organic phases are dried over magnesium sulfate, filtered and concentrated to dryness. Yield: 0.60 g (63%). 1H-NMR (CD2Cl2, 400 MHz: delta=1.28 (d, 6H), 3.60-3.72 (m, 1H), 4.5 (br s, 1H), 7.02 (s, 1H), 7.89 (s, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine.

Reference:
Patent; BASF SE; US2012/319050; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 72587-18-9, 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. 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

Production Example 14 (1) [0776] A mixture of 5.14 g of 3-amino-2-chloro-5-trifluoromethylpyridine, 3.92 g of zinc cyanide, 1.19 g of tris(dibenzylideneacetone)dipalladium(O), 1. 45 g of 1,1′-bis (diphenylphosphino) ferrocene and 20 ml of DMF was stirred at 150C for 40 minutes. Ethyl acetate and water were added to the cooled reaction mixture, and the mixture was filtered. The aqueous layer of the filtrate was extracted with ethyl acetate, then combined with the organic layer of the filtrate and washed with water, and dried over anhydrous magnesium sulfate. The mixture was concentrated under reduced pressure, and then the resulting residue was applied to a silica gel column chromatography to obtain 2.23 g of 3-amino-2-cyano-5-trifluoromethylpyridine. 3-Amino-2-cyano-5-trifluoromethylpyridine 1H-NMR(CDCl3)delta: 8.29(1H, d), 7.33(1H, d), 4.70(2H, s)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; TAKAHASHI, Masaki; ITO, Mai; NOKURA, Yoshihiko; TANABE, Takamasa; SHIMIZU, Chie; EP2865671; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 72587-18-9, 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. 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

Production Example 14 (1) [0776] A mixture of 5.14 g of 3-amino-2-chloro-5-trifluoromethylpyridine, 3.92 g of zinc cyanide, 1.19 g of tris(dibenzylideneacetone)dipalladium(O), 1. 45 g of 1,1′-bis (diphenylphosphino) ferrocene and 20 ml of DMF was stirred at 150C for 40 minutes. Ethyl acetate and water were added to the cooled reaction mixture, and the mixture was filtered. The aqueous layer of the filtrate was extracted with ethyl acetate, then combined with the organic layer of the filtrate and washed with water, and dried over anhydrous magnesium sulfate. The mixture was concentrated under reduced pressure, and then the resulting residue was applied to a silica gel column chromatography to obtain 2.23 g of 3-amino-2-cyano-5-trifluoromethylpyridine. 3-Amino-2-cyano-5-trifluoromethylpyridine 1H-NMR(CDCl3)delta: 8.29(1H, d), 7.33(1H, d), 4.70(2H, s)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; TAKAHASHI, Masaki; ITO, Mai; NOKURA, Yoshihiko; TANABE, Takamasa; SHIMIZU, Chie; EP2865671; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72587-18-9, 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 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

N-[2-Chloro-5-(trifluoromethyl)pyridin-3-yl]-3-(ethylsulphanyl)imidazo[1,2-a]pyridine-2-carboxamide (XXVI-1) 1.1 mg (9.37 mmol) of thionyl chloride were added dropwise to a solution of 298 mg (1.33 mmol) of 3-(ethylsulphanyl)imidazo[1,2-a]pyridine-2-carboxylic acid in 10 ml of acetonitrile, and the mixture was heated under reflux for 3 h. The solvent was removed under reduced pressure and the residue was twice co-evaporated with toluene. The residue was dissolved in 3 ml of N,N-dimethylformamide. Separately, 263 mg (1.33 mmol) of 2-chloro-5-(trifluoromethyl)pyridine-3-amine were added to a suspension at 0 C., of 107 mg (2.67 mmol) of sodium hydride in 7 ml of N,N-dimethylformamide, and the mixture was stirred for another 30 min. The acid chloride solution prepared beforehand was then slowly added dropwise at 0 C. The reaction mixture was stirred at room temperature for a further 2 h. The mixture was poured onto ice-water and extracted twice with ethyl acetate. The combined organic phases were dried over sodium sulphate and the solvent was then removed. The crude product was purified by HPLC using a water/acetonitrile gradient as mobile phase. (log P (neutral): 4.39; MH+: 401; 1H-NMR (400 MHz, D6-DMSO) delta ppm: 1.09 (t, 3H), 2.98 (q, 2H), 7.22-7.25 (m, 1H), 7.55-7.60 (m, 1H), 7.82 (d, 1H), 8.66 (d, 1H), 8.73 (d, 1H), 9.07 (d, 1H).

According to the analysis of related databases, 72587-18-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHAFT; FISCHER, Ruediger; WILCKE, David; HAGER, Dominik; ILG, Kerstin; EILMUS, Sascha; GOeRGENS, Ulrich; TURBERG, Andreas; (71 pag.)US2018/116222; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 72587-18-9, 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 72587-18-9 as follows.

6-chloro-3- (ethanesulfonyl) pyridin-2-carboxylic acid 2.50 g, and the mixture of thionyl chloride 1.31g of toluene 30 mL, and DMF1 drop was heated under reflux for 3 hours. The reaction mixture was concentrated and dissolved in tetrahydrofuran 30 mL, under ice-cooling, 3-amino-2-chloro-5- (trifluoromethyl) pyridine 1.97 g, triethylamine 1.10g was added dropwise respectively. After stirring for 3 hours at room temperature, The reaction mixture was added to ice water, and extracted with ethyl acetate. The resulting organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography, described below 6-chloro-3- (ethanesulfonyl) – [2-chloro-5- (trifluoromethyl) pyridin-3-yl] pyridine-2-carboxamide 2.4g It was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,72587-18-9, its application will become more common.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; NAKAJIMA, YUJI; OKAWARA, YUICHI; (263 pag.)JP2016/102104; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, 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-Chloro-5-(trifluoromethyl)pyridin-3-amine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Chloro-5-(trifluoromethyl)pyridin-3-amine

2-Chloro-3-N-isopropylamino-5-(trifluoromethyl)pyridineTo a solution of 2-chloro-3-amino-5(trifluormethyl)pyridine (0.78 g, 3.97 mmol) in dichloromethane (10 ml) are added subsequently at 0C glacial acetic acid (5 ml), acetone (0.62 g, 10.7 mmol) and borane-dimethyl sulfide (0.33 g, 4.37 mmol). After warming to room temperature the resulting solution is stirred for 16 h. The reaction mixture is cooled to 0 C, and then a 25 % aqueous ammonia solution is added until a pH of 8 is reached. After addition of water (5 ml) the aqueous phase is removed and extracted three times with dichloromethane (40 ml). The combined organic phases are dried over magnesium sulfate, filtered and concentrated to dryness. Yield: 0.60 g (63 %).1H-NMR(CD2CI2, 400 MHz: delta = 1.28 (d, 6H), 3.60-3.72 (m,1 H), 4.5 (br s, 1 H), 7.02 (s, 1 H), 7.89 (s, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; BASF SE; BASF (CHINA) COMPANY LIMITED; METZ, Stefan; FUCHS, Evelyn; DORMANN, Korinna; MOLT, Oliver; LENNARTZ, Christian; WAGENBLAST, Gerhard; GEssNER, Thomas; SCHILDKNECHT, Christian; WATANABE, Soichi; WO2012/172482; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 72587-18-9, 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. 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. A new synthetic method of this compound is introduced below.

1-Trimethylsilyl-2-(2-ethylthio-4-trifluoromethylphenyl)ethyne (794 mg), 3-amino-2-chloro-5-trifluoromethylpyridine (650 mg, 1.1 Eq), triethylamine (1 mL), diphenylphosphino ferrocene dichloropalladium (141 mg), copper iodide (33 mg), DMF (5 mL) and a 1 M THF (tetrahydrofuran) solution (4 mL) of tetrabutylammonium fluoride were mixed, and the mixture was heated at reflux under argon for 4 hours. The reaction mixture was concentrated and the resulting residue was subjected to column chromatography to give the desired compound, i.e., 2-(2-ethylthio-4-trifluoromethylphenyl)ethynyl-5-trifluoromethylpyridin-3-amine (0.54 g). The obtained compound was dissolved in DMF (3 mL), potassium t-butoxide (672 mg, 3 Eq) was added to the solution, and the mixture was heated at 100 C. with stirring for 3 hours. After the reaction mixture was allowed to cool down to room temperature, silica gel was added and the mixture was concentrated. The residue was subjected to column chromatography to give 2-(2-ethylthio-4-trifluoromethylphenyl)-6-trifluoromethyl-1H-pyrrolo[3,2-b]pyridine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,72587-18-9, 2-Chloro-5-(trifluoromethyl)pyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Nihon Nohyaku Co., Ltd.; Yonemura, Ikki; Sano, Yusuke; Suwa, Akiyuki; Fujie, Shunpei; US2018/352811; (2018); 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 72587-18-9, name is 2-Chloro-5-(trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H4ClF3N2

[0276] [B] N- (2-Chloro-5- (trifluoromethyl) pyridin-3-yl) acetamide [0277] [0278] A mixture solution of 2-chloro-5- (trifluoromethyl) pyridin-3-amine (75 g, 381.6 mmol) and Ac2O (82.5 mg, 808.1 mmol) in pyridine (200 mL) was stirred at 80 for 16 h. After cooling to room temperature, it was diluted with EtOAc (500 mL), washed with water and brine. The organic layer was dried over anhy. Na2SO4, filtered, and concentrated in vacuo to give a crude product, which was first purified by silica gel flash chromatography (petroleum etherEtOAc 51) and then crystallization in petroleum ether (100 mL) to afford the title compound (65 g, mixture of mono-and bis-Ac protected product, 73yield) as white solids. MS239.0 [M+H] +.N- (2-Methyl-5- (trifluoromethyl)pyridin-3-yl) acetamide[0280][0281]To a mixture of N- (2-chloro-5- (trifluoromethyl) pyridin-3-yl) acetamide and N-acetyl-N- (2-methyl-5- (trifluoromethyl) pyridin-3-yl) acetamide (35 g 146.7 mmol) K2CO3(62.2 g 450 mmol) methyl boroxine (50in ether 70 g 278.8 mmol) and X-phos (14.4 g 43mmol) in MeCN (250 mL) and water (150 mL) was added Pd (OAc)2(3.4 g 15.1 mmol) And the resulting reaction mixture was stirred at 100 for 16 h. After cooling to room temperature The reaction was diluted with EtOAc (300 mL) washed with water (300 mL) and brine (300 mL) . The organic layer was dried over anhy. Na2SO4 filtered and concentrated in vacuo to give a crude product which was then purified by silica gel flash chromatography (petroleum etherEtOAc51) to afford the title compound (20 g 57yield) as a gray solid. MS 219.0 [M+H]+.1H NMR (400MHz CHCl3-d1) delta 8.62 (s 1H) 8.54 (s 1H) 7.11 (br 1H) 2.60 (s 3H) 2.28 (s 3H) .

With the rapid development of chemical substances, we look forward to future research findings about 72587-18-9.

Reference:
Patent; SAVIRA PHARMACEUTICALS GMBH; EUROPEAN MOLECULAR BIOLOGY LABORATORY; TAN, Xuefei; WANG, Lisha; CUMMING, John Graham; LIU, Yongfu; WU, Jun; LI, Dongbo; SHEN, Hong; SHI, Tianlai; (179 pag.)WO2017/133657; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem