Category: 15205-15-9

Application of 15205-15-9, 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. 15205-15-9, name is 2-Chloro-6-fluorobenzylamine belongs to chlorides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a 1 dram reaction vial was added 2-chloro-6-fluorobenzylamine (13.0 mg, 0.081 mmol 1.6 eq). A solution of HOAt (11.6 mg, 0.085 mmol, 1.7 eq) and carboxylic acid 1E (23 mg, 0.05 mmol, 1 eq) in 0.25 mL of 4:1 THF/DMF was added to the reaction vial (in the case of amine hydrochloride salts, diisopropylethylamine (30 mg, 0.23 mmol, 4.6 eq) was added). EDC (20 mg, 0.104 mmol, 2.1 eq) was then added and the reaction mixture sonicated for 1 minute. The reaction vial was shaken for 60 hours at room temperature following which a solution of LiOH.H2O (22 mg, 0.52 mmol, 10.5 eq) in 0.5 mL 1:1 MeOH/H2O was added and the mixture shaken for 12 hours.

The synthetic route of 2-Chloro-6-fluorobenzylamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2010/298276; (2010); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

Adding some certain compound to certain chemical reactions, such as: 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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 15205-15-9. 15205-15-9

Step 7: (S) -tert-Butyl (1- (4- ( (2-chloro-6-fluorobenzyl) carbamoyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) oxazol-5-yl) ethyl) carbamate[0525]To 10 mL of dichloromethane were added (S) -5- (1- ( (tert-butoxycarbonyl) amino) ethyl) -2- (3- (cyclopropylmethoxy) -4- (difluoromethoxy) phenyl) oxazole-4-carboxylic acid (0.3 g, 0.64 mmol) , 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (183.36 mg, 0.96 mmol) and 1-hydroxy-7-azabenzotriazole (130.56 mg, 0.96 mmol) . To the resulting solution were added (2-chloro-6-fluorophenyl) methanamine (0.1 mL, 0.77 mmol) and N, N-diisopropylethylamine (0.33 mL, 1.92 mmol) , and the mixture was stirred at rt for 22 hours. The reaction mixture was washed with water (20 mL ¡Á 3) . The organic layer was dried over anhydrous sodium sulfate. The organic solvent was removed and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 5/1) to give the title compound as a white solid (264 mg, 67) .[0526]1H NMR (400 MHz, CDCl3) : delta ppm 7.59 (dd, J1 8.3 Hz, J2 1.9 Hz, 1H) , 7.54 (d, J 1.8 Hz, 1H) , 7.47 -7.45 (m, 1H) , 7.27 (d, J 4.6 Hz, 1H) , 7.24 (d, J 8.4 Hz, 1H) , 7.10 -7.06 (m, 1H) , 6.71 (t, JF-H 75.0 Hz, 1H) , 5.32 -5.25 (m, 1H) , 4.87 -4.84 (m, 2H) , 3.98 (d, J 6.9 Hz, 2H) , 1.56 (d, J 7.0 Hz, 3H) , 1.45 -1.43 (m, 9H) , 1.38 -1.34 (m, 1H) , 0.73 -0.68 (m, 2H) , 0.44 -0.40 (m, 2H) .

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2-Chloro-6-fluorobenzylamine.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015/161830; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

15205-15-9, These common heterocyclic compound, 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, 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.

Step 1: (S) -tert-Butyl (1- (4- ( (2-chloro-6-fluorobenzyl) carbamoyl) -2- (3-ethoxy-4-methoxyphenyl) oxazol-5-yl) ethyl) carbamate[0639]To 10 mL of dichloromethane were added (S) -5- (1- ( (tert-butoxycarbonyl) amino) ethyl) -2- (3-ethoxy-4-methoxyphenyl) oxazole-4-carboxylic acid (0.3 g, 0.74 mmol) , 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (212 mg, 1.11 mmol) and 1-hydroxy-7-azabenzotriazole (151 mg, 1.11 mmol) , and the mixture was stirred at 0 for 30 minutes. To the mixture were added dropwise (2-fluoro-6-chlorophenyl) methanamine (0.11 mL, 0.89 mmol) and N, N-diisopropylethylamine (0.39 mL, 2.21 mmol) in turn, and the resulting mixture was stirred at rt for 12 hours. The reaction mixture was washed with water (10 mL ¡Á 3) , and the organic layer was dried over anhydrous sodium sulfate. The organic solvent was removed and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 6/1) to give the title compound as a white solid (190 mg, 47) .[0640]1H NMR (400 MHz, CDCl3) : delta ppm 7.60 (dd, J1 8.4 Hz, J2 1.9 Hz, 1H) , 7.52 (d, J 1.8 Hz, 1H) , 7.39 -7.29 (m, 1H ) , 7.27 -7.25 (m, 1H) , 7.10 -7.05 (m, 1H) , 6.94 (d, J 8.5 Hz, 1H) , 5.30 -5.25 (m, 1H) , 4.91 -4.84 (m, 2H) , 4.23 -4.18 (m, 2H) , 3.95 (s, 1H) , 1.57 -1.51 (m, 6H) , 1.45 (s, 9H) and MS-ESI: m/z 549.2 [M+H]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 15205-15-9.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015/161830; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 15205-15-9, name is 2-Chloro-6-fluorobenzylamine, I believe this compound will play a more active role in future production and life. 15205-15-9

Step 1: (S) -tert-Butyl (1- (4- ( (2-chloro-6-fluorobenzyl) carbamoyl) -2- (3, 4-dimethoxyphenyl) oxazol-5-yl) ethyl) carbamate[0569]To 15 mL of dichloromethane were added (S) -5- (1- ( (tert-butoxycarbonyl) amino) ethyl) -2- (3, 4-dimethoxyphenyl) oxazole-4-carboxylic acid (0.3 g, 0.764 mmol) , 1- (3-dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride (219.65 mg, 1.15 mmol) and 1-hydroxy-7-azabenzotriazole (156.4 mg, 1.15 mmol) . The mixture was stirred at 0 for 30 minutes. To the mixture were added dropwise (2-chloro-6-fluorophenyl) methanamine (0.12 mL, 0.92 mmol) and N, N-diisopropylethylamine (0.4 mL, 2.3 mmol) , and the mixture was stirred at rt for 12 hours. The reaction mixture was washed with water (20 mL ¡Á 3) . The organic layer was dried over anhydrous sodium sulfate. The organic solvent was removed and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 6/1) to give the title compound as a white solid (188 mg, 46) .

The chemical industry reduces the impact on the environment during synthesis 15205-15-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015/161830; (2015); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics