HCID 178523543, compound → HCID 178523542, compound

Participants

Reaction Steps

10% Pd/c (30 mg) was added to a stirred solution of 5-(3-benzyloxy-phenyl)-1H-pyrazole-3-carboxylic acid {2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-amide (120.3 mg, 0.2 mmol) in a mixture of MeOH (15 mL) and DCM (10 mL) and stirred under hydrogen atmosphere. The reaction mixture was then stirred overnight at room temperature. The mixture was filtered over a bed of celite. The celite was washed with MeOH and the filtrate was concentrated under reduced pressure. The crude was recrystallized from a mixture of ethyl acetate and methanol to afford 23.9 mg (23.7% yield) of 5-(3-Hydroxy-phenyl)-1H-pyrazole-3-carboxylic acid {2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-amide. LCMS Purity: 98.15%. 1H NMR (DMSO-d6): δ 13.6 (s, 1H), 9.6 (s, 1H), 8.6 (d, 1H), 8.1 (s, 1H), 7.6 (m, 3H), 7.5 (m, 1H), 7.1 (m, 3H), 7.0 (s, 1H), 6.7 (d, 1H), 4.1 (d, 2H), 3.6 (m, 2H), 3.5 (m, 2H), 3.4 (m, 2H), 3.1 (m, 2H).

Provenance & Evidence