Reference of 157590-59-5, The chemical industry reduces the impact on the environment during synthesis 157590-59-5, name is 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine, I believe this compound will play a more active role in future production and life.
To a solution of Intermediate II (300 mg, 0.887 mmol) and triethylamine (500 mg, 5 mmol) in DMF (5 mL) was added HATU (370 mg, 0.97 mmol) at 0 C. After the mixture was stirred for 15 min, 4-chloro-5-(trifluoromethyl)benzene-l,2-diamine (228 mg, 1.09 mmol) in DMF (1 mL) was added to the reaction. The mixture was allowed to warm to room temperature and stirred for 20hrs. The reaction was diluted with water (50 mL) and the white solid was precipitated. The mixture was filtered and the solid was dried enough under reduced pressure. The solid was dissolved in acetic acid (5 mL) and the mixture was stirred at 85 C for 5hrs. Solvent was removed. The residue was purified by silica gel chromatography (eluted with DCM:MeOH = 50: 1~ 20: 1) to give the title compound (205 mg, 45%) as a light yellow solid. 1H- NMR (400 MHz, DMSO-ifc) delta 10.48 (s, 1H), 7.96 (d, J = 4.1 Hz, 2H), 7.82 (s, 1H), 7.37 (d, J = 2.6 Hz, 1H), 7.07 (d, J = 8.7 Hz, 1H), 7.01 (dd, J = 8.7, 2.6 Hz, 1H), 6.26 (d, J = 5.8 Hz, 1H), 5.42 (d, J = 5.3 Hz, 1H), 3.57 – 3.51 (m, 1H), 2.93 (t, J = 7.7 Hz, 2H), 2.58 – 2.50 (m, 2H), 1.98 (d, J = 2.1 Hz, 1H) ppm. MS: M/e 513 (M+l)+.
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, 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; BEIGENE, LTD.; ZHOU, Changyou; WANG, Shaohui; ZHANG, Guoliang; WO2013/97224; (2013); A1;,
Chloride – Wikipedia,
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