HCID 178523481, compound → 5-(2-hydroxy-phenyl)-1H-pyrazole-3-carboxylic acid {2-[4-(2-chloro-phenylamino)-piperidin-1-yl]-2-oxo-ethyl}-amide

Participants

Reaction Steps

To a stirred solution of 5-(2-benzyloxy-phenyl)-1H-pyrazole-3-carboxylic acid {2-[4-(2-chloro-phenylamino)-piperidin-1-yl]-2-oxo-ethyl}-amide (0.2 g, 0.00039 mole) in methanol (60 mL), added 10% Pd/C (0.04 g) and the resulting mixture was stirred under an atmosphere of hydrogen for 2 hours. The mixture was then filtered through celite, the celite was washed with methanol and the organic layers were concentrated under reduced pressure. The residue was recrystallized from a mixture of ethyl acetate and methanol to afford 0.055 g (32%) of 5-(2-hydroxy-phenyl)-1H-pyrazole-3-carboxylic acid {2-[4-(2-chloro-phenylamino)-piperidin-1-yl]-2-oxo-ethyl}-amide. LCMS: 454.16 (M+1)+, 94.65%. 1H NMR (DMSO-d6): δ 13.2 (s, 1H), 10.4 (s, 1H), 8.0 (s, 1H), 7.6 (d, 1H), 7.2 (m, 4H), 7.0 (d, 1H), 6.8 (m, 2H), 6.6 (t, 1H), 4.9 (d, 1H), 4.3 (d, 1H), 4.2 (d, 2H), 3.8 (d, 1H), 3.6 (m, 1H), 3.2 (t, 1H), 2.7 (t, 1H), 1.9 (m, 2H), 1.3 (m, 2H).

Provenance & Evidence