HCID 86634631, compound → HCID 178523502, compound

Participants

Reaction Steps

10% Pd/C (10 mg) was added to a stirred solution of 5-phenyl-1H-pyrazole-3-carboxylic acid {2-[4-(2-benzyloxy-phenoxy)-piperidin-1-yl]-2-oxo-ethyl}-amide (prepared from Intermediate 30 and (2-benzyloxyoxy-phenyl)-piperidin-4-yl-amine hydrochloride which was prepared according to the method used for the synthesis of Intermediate 15) (100 mg, 0.2 mmol) in a mixture of MeOH:H2O (1:1, 10 mL) under inert atmosphere and stirring was continued under H2 gas atmosphere for 2 hr. The reaction mixture was filtered through celite. The filtrate collected was concentrated under reduced pressure to afford the residue. The residue was purified by preparative HPLC to afford 60 mg (71.5% Yield) of 5-phenyl-1H-pyrazole-3-carboxylic acid {2-[4-(2-hydroxy-phenoxy)-piperidin-1-yl]-2-oxo-ethyl}-amide. LC/MS [M+H]+: 421.8, 96.21%. 1H NMR (300 MHz, DMSO-d6): δ13.8 (b, 1H), 8.9 (b, 1H), 8.2 (b, 1H), 7.8 (m, 2H), 7.5 (m, 3H), 7.2 (s, 1H), 7.0 (d, 1H), 6.8 (m, 3H), 4.5 (m, 1H), 4.2 (m, 2H), 3.8 (m, 2H), 3.3 (m, 2H), 1.9 (m, 2H), 1.6 (m, 2H).

Provenance & Evidence