The origin of a common compound about 117519-13-8

According to the analysis of related databases, 117519-13-8, the application of this compound in the production field has become more and more popular.

Application of 117519-13-8, 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. 117519-13-8, name is 6-Chloro-2-(trifluoromethyl)pyridin-3-amine, molecular formula is C6H4ClF3N2, 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.

Step 3: 6-Chloro-2-(trifluoromethyl)pyridine-3-sulfonyl chloride (P73c) Step (a): Thionyl chloride (42 mL) was added dropwise under ice cooling over 60 min to water (250 mL) maintaining the temperature of the mixture at 0-7C. The solution was allowed to warm to 18C and stirring was continued for 3 d. CuCI (151 mg) was added to the mixture and the resultant yellow-green solution was cooled to -3C using an acetone/ice bath. Step (b): Hydrochloric acid (36% w/w, 12.2 mL) was added with agitation to compound P73b (1.65 g, 8.4 mmol), maintaining the temperature of the mixture below 30C with ice cooling. The mixture was cooled to -5C using an ice/acetone bath and a solution of sodium nitrite (0.68 g, 9.8 mmol) in water (2.8 mL) was added dropwise over 30 min maintaining the temperature of the mixture between -5 to 0C. The resultant slurry was cooled to -2C and stirred for 10 min. Step (c): The slurry from step (b) was cooled to -5C and added to the solution obtained from step (a) over 95 min, maintaining the temperature of the mixture between -3 to 0C (the slurry from step (b) was maintained at -5C throughout the addition). As the reaction proceeded, a solid began to precipitate. When the addition was complete, the mixture was agitated at 0C for 75 min. The solid was collected by vacuum filtration, washed with ice-cooled water (2x 25 mL) and dried under vacuum at below 25C to give compound P73c (1.53 g, 66%) as yellow solid. H-NMR (CDCI3, 300 MHz) delta: 7.81 (1 H, d, J = 8.4 Hz), 8.57 (1 H, d, J = 8.4 Hz).

According to the analysis of related databases, 117519-13-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2013/79223; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 117519-13-8

According to the analysis of related databases, 117519-13-8, the application of this compound in the production field has become more and more popular.

Application of 117519-13-8, 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. 117519-13-8, name is 6-Chloro-2-(trifluoromethyl)pyridin-3-amine, molecular formula is C6H4ClF3N2, 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.

Step 3: 6-Chloro-2-(trifluoromethyl)pyridine-3-sulfonyl chloride (P73c) Step (a): Thionyl chloride (42 mL) was added dropwise under ice cooling over 60 min to water (250 mL) maintaining the temperature of the mixture at 0-7C. The solution was allowed to warm to 18C and stirring was continued for 3 d. CuCI (151 mg) was added to the mixture and the resultant yellow-green solution was cooled to -3C using an acetone/ice bath. Step (b): Hydrochloric acid (36% w/w, 12.2 mL) was added with agitation to compound P73b (1.65 g, 8.4 mmol), maintaining the temperature of the mixture below 30C with ice cooling. The mixture was cooled to -5C using an ice/acetone bath and a solution of sodium nitrite (0.68 g, 9.8 mmol) in water (2.8 mL) was added dropwise over 30 min maintaining the temperature of the mixture between -5 to 0C. The resultant slurry was cooled to -2C and stirred for 10 min. Step (c): The slurry from step (b) was cooled to -5C and added to the solution obtained from step (a) over 95 min, maintaining the temperature of the mixture between -3 to 0C (the slurry from step (b) was maintained at -5C throughout the addition). As the reaction proceeded, a solid began to precipitate. When the addition was complete, the mixture was agitated at 0C for 75 min. The solid was collected by vacuum filtration, washed with ice-cooled water (2x 25 mL) and dried under vacuum at below 25C to give compound P73c (1.53 g, 66%) as yellow solid. H-NMR (CDCI3, 300 MHz) delta: 7.81 (1 H, d, J = 8.4 Hz), 8.57 (1 H, d, J = 8.4 Hz).

According to the analysis of related databases, 117519-13-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2013/79223; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 6-Chloro-2-(trifluoromethyl)pyridin-3-amine

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, 117519-13-8, 6-Chloro-2-(trifluoromethyl)pyridin-3-amine.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 117519-13-8, name is 6-Chloro-2-(trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4ClF3N2

To a stirred solution of 6-chloro-2-(trifluoromethyl)pyridin-3-amine (351 mg, 1 .79mmol) in DCM (3ml_) and pyridine (0.58ml_, 7.14mmol) was added 2-methylpropanoyl chloride (0.374ml_, 3.57mmol). The reaction mixture was allowed to stir at room temperature overnight. The reaction mixture was concentrated and purified by flash chromatography on silica using a gradient from 5-100% EtOAc in isohexane as eluent to give the desired compound (234mg, 49%) as a white solid. 1 H NMR (400 MHz, CDCI ) delta 9.08 (s, 1 H), 8.89 (d, 1 H), 8.62 (s, 1 H), 8.38 (s, 1 H), 7.96 (d, 1 H), 7.68 (br s, 1 H), 2.69-2.59 (m, 1 H), 1 .32 (d, 6H)

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, 117519-13-8, 6-Chloro-2-(trifluoromethyl)pyridin-3-amine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CARTER, Neil, Brian; BRIGGS, Emma; KITSIOU, Christiana; LING, Kenneth; MORRIS, James, Alan; TATE, Joseph, Andrew; WAILES, Jeffrey, Steven; WILLIAMS, John; (94 pag.)WO2017/162524; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem