Acetic Acid → HCID 52916889, compound

Participants

Reaction Steps

To a solution of 3-(1-{[1-(4-fluoro-phenyl)-1H-pyrazolo[3,4-c]pyridine-4-carbonyl]-amino}-cyclopropyl)-benzoic acid methyl ester (0.650 g, 1.51 mmol) in a mixture of THF/methanol/water (22.5 mL, 3:1:1) is added LiOH.H2O (253 mg, 6.04 mmol). After 3 hours, the reaction mixture is neutralized with glacial acetic acid and concentrated in vacuo. The residue is dissolved in a solution of 20% methanol in methylene chloride (100 mL). Water (100 mL) is added and the mixture is acidified to pH 4 with 2M aqueous hydrochloric acid. Phases are separated, and the aqueous layer is extracted with 20% methanol in methylene chloride (9×100 mL). The combined organic layers are dried over MgSO4, filtered and concentrated to approximately 50 mL. The resulting crystallized solids are filtered, washed with cold methanol (3×2 mL) and air dried to afford the title compound as a solid.

Provenance & Evidence