Hydrochloric Acid → 4-(8-Cyclopropyl-2-{[6-(1-methyl-1H-pyrazol-4-yl)-4-oxospiro[chroman-2,4'-piperidin]-1'-yl]carbonyl}quinolin-4-yl)benzoic acid

Participants

Reaction Steps

Aqueous 1N NaOH (0.500 ml, 0.500 mmol) was added to a stirred solution of methyl 4-(8-cyclopropyl-2-{[6-(1-methyl-1H-pyrazol-4-yl)-4-oxospiro[chroman-2,4′-piperidin]-1′-yl]carbonyl}quinolin-4-yl)benzoate (160 mg, 0.255 mmol) in THF (1 ml)-MeOH (1 ml) and the mixture was stirred at room temperature overnight. Aqueous 1N HCl (0.5 ml) was added to the mixture and the solvent was evaporated under reduced pressure. The residue was suspended in CHCl3-MeOH (8:2) and the mixture stirred for 1 h. at room temperature. The insoluble material was filtered off and the filtrate was concentrated in vacuo. The residue was purified by preparative TLC (CHCl3/MeOH=92/8) and the product was precipitated with CHCl3/hexane to give intended compound (106 mg, 0.173 mmol, 67.8% yield) as a pale yellow solid.

Provenance & Evidence