反应详情

DIPEA (123 mg, 0.16 mL, 0.95 mmol) was added to a stirred solution of 5-(2-fluoro-phenyl)-1H-pyrazole-3-carboxylic acid (56 mg, 0.27 mmol) in DMF (2 mL). HOBT (39 mg, 0.28 mmol) and EDCI (55 mg, 0.28 mmol) were then added at room temperature. After 2 minutes, 2-amino-1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethanone hydrochloride salt (100 mg, 0.27 mmol) was added and the resulting mixture was stirred at room temperature overnight. Cold water was then added and filtered the solid precipitate. The solid was purified by recrystallisation from a mixture of ethyl acetate and hexane to afford 65 mg (33.16% yield) of 5-(2-fluoro-phenyl)-1H-pyrazole-3-carboxylic acid {2-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-oxo-ethyl}-amide. LCMS Purity: 97.49%. 1H NMR (DMSO-d6): δ 13.6 (s, 1H), 7.7 (m, 4H), 7.6 (m, 1H), 7.38 (m, 3H), 7.1 (m, 2H), 6.98 (m, 4H), 4.5 (m, 1H), 4.0 (m, 1H), 3.2 (m, 2H), 2.9 (m, 2H), 1.91 (m, 1H), 1.65 (m, 2H), 1.4 (m, 2H).

1. filtrationfiltered the solid precipitate
2. customThe solid was purified by recrystallisation from a mixture of ethyl acetate and hexane