m-Chloroperbenzoic acid → HCID 178523532, compound

Participants

Reaction Steps

m-Chloroperbenzoic acid (18.5 mg, 0.1 mmol) was added to a cold (0-4° C.) solution of 5-phenyl-1H-pyrazole-3-carboxylic acid {2-oxo-2-[4-(2-trifluoromethyl-phenylsulfanyl)-piperidin-1-yl]-ethyl}-amide (50 mg, 0.1 mmol) in DCM (10 mL) and stirring was continued for 1 hr. The reaction mixture was concentrated. Purification by column chromatography (using 60-120 silica gel and 0.6% MeOH in CHCl3 as eluent) afforded 30 mg (58.35% yield) of 5-phenyl-1H-pyrazole-3-carboxylic acid {2-oxo-2-[4-(2-trifluoromethyl-benzenesulfinyl)-piperidin-1-yl]-ethyl}-amide. LC/MS [M+H]+: 505.15, 95.9%. 1H NMR (300 MHz, DMSO-d6): δ 13.8 (s, 1H), 8.2-7.9 (m, 4H), 7.9-7.8 (m, 3H), 7.6-7.4 (t, 2H), 7.4 (t, 1H), 7.1 (s, 1H), 4.5 (d, 1H), 4.2 (d, 2H), 4.0 (d, 1H), 3.1 (m, 2H), 2.8-2.5 (m, 2H), 1.9 (d, 1H), 1.7 (dd, 1H), δ 1.6-1.4 (m, 2H).

Provenance & Evidence