反应详情

A solution of tert-butyl acetyl(5-(5-chloro-2-(4-(N-(2,4-dimethoxybenzyl)-N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-2,5-difluorophenoxy)phenyl)benzo[d]isoxazol-3-yl)carbamate (0.21 g, 0.25 mmol) in dichloromethane (20 mL) at 0° C., under nitrogen, was treated with trifluoroacetic acid (75 μL, 0.8 mmol) and stirred for 1 h. The reaction mixture was allowed to warm to ambient temperature, stirred for 3 h and concentrated in vacuo. The residue was purified by reverse phase HPLC to afford N-(5-(2-(4-(N-(1,2,4-thiadiazol-5-yl)sulfamoyl)-2,5-difluorophenoxy)-5-chlorophenyl)benzo[d]isoxazol-3-yl)acetamide as a colorless solid in 35% yield (0.05 g): 1H NMR (300 MHz, DMSO-d6) δ 11.05 (s, 1H), 8.47 (s, 1H), 8.11 (s, 1H), 7.76-7.63 (m, 3H), 7.59, (d, J=2.3 Hz, 1H), 7.49 (dd, J=9.1, 2.7 Hz, 1H), 7.27 (d, J=8.8 Hz, 1H), 7.13 (dd, J=10.3, 6.5 Hz, 1H), 2.12 (s, 3H), (Note: sulfonamide N—H not observed); MS (ES+) m/z 599.6 (M+23), 601.6 (M+23).

1. stirringstirred for 3 h
2. concentrationconcentrated in vacuo
3. customThe residue was purified by reverse phase HPLC