反应详情

温度

40 °C

K2CO3 (121 mg, 0.87 mmol) was added to a stirred solution of methanesulfonic acid 5-phenyl-isoxazol-3-ylmethyl ester (120 mg, 0.43 mmol) and 2-amino-1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethanone hydrochloride salt (162 mg, 0.43 mmol) in DMF (2 mL). The resulting mixture was heated at 40° C. for 1 hr. Cold water was then added and the resulting precipitate was isolated by filtration. The crude solid was purified by preparative HPLC [(Column-AV/SP/C18-25/003, mobile phase-0.1% TFA in water (A)/acetonitrile (B), flow: 6 mL/min, gradient: (Time): (% B)-0:20; 2:20; 10:70)]) to afford 38 mg (17.64% yield) of 1-[4-(5-fluoro-2-trifluoromethyl-benzoyl)-piperazin-1-yl]-2-[(5-phenyl-isoxazol-3-ylmethyl)-amino]-ethanone. LCMS Purity: 91.95%. 1H NMR (CDCl3): δ 7.94-7.64 (m, 3H), 7.56-7.4 (m, 3H), 7.2 (m, 1H), 7.3 (d, 1H), 6.64-6.48 (d, 1H), 4.0-3.9 (d, 2H), 3.9-3.8 (m, 1H), 3.76-3.56 (m, 2H), 3.56-3.4 (m, 4H), 3.56-3.26 (bs, 1H), 3.2 (d, 2H), 2.49-2.29 (bs, 1H).

1. customthe resulting precipitate was isolated by filtration
2. customThe crude solid was purified by preparative HPLC [(Column-AV/SP/C18-25/003, mobile phase-0.1% TFA in water (A)/acetonitrile (B), flow