Lithium hydroxide, monohydrate → HCID 178524387, compound

Participants

Reaction Steps

LiOH.H2O (44 mg, 1.0 mmol) was added to a stirred mixture of 3-(1-{2-[(5-phenyl-1H-pyrazole-3-carbonyl)-amino]-acetyl}-piperidin-4-yloxy)-benzoic acid methyl ester (prepared by the method used to generate Example 92) (99 mg, 0.2 mmol) in MeOH: H2O (1:1, 4 mL) was added, and the resulting mixture was stirred at ambient temperature overnight. The reaction mixture was concentrated under reduced pressure. Cold water was then added and acidified it with 10% aqueous HCl and extracted with ethyl acetate, dried over sodium sulfate and concentrated under reduced pressure The residue was purified by washing with diethyl ether to afford 87 mg (97.7% Yield) 3-(1-{2-[(5-phenyl-1H-pyrazole-3-carbonyl)-amino]-acetyl}-piperidin-4-yloxy)-benzoic acid. LC/MS [M+H]+: 463, 96.9%. 1H NMR (300 MHz, DMSO-d6): δ13.8 (b, 1H), 13.6 (b, 1H), 8.1 (b, 1H), 7.8 (q, 2H), 7.5 (m, 6H), 7.3 (m, 1H), 7.1 (b, 1H), 4.8 (m, 1H), 4.2 (m, 2H), 3.9 (m, 1H), 3.8 (m, 1H), 3.4 (m, 2H), 2.0 (m, 2H), 1.7 (m, 1H).

Provenance & Evidence