Water → 3-{[4-(3,3-Difluoro-1-pyrrolidinyl)-1-piperidinyl]methyl}-6-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 3-{[4-(3,3-difluoro-1-pyrrolidinyl)-1-piperidinyl]methyl}-6-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylate (0.970 g, 1.586 mmol) in methanol (15.86 mL) was added water (5.29 mL) and potassium hydroxide (0.445 g, 7.93 mmol). The mixture was heated to 65° C. for 15 h. The mixture was cooled to room temperature and concentrated. The residue was acidified to pH 4-5 with 2N HCl. The resulting precipitate was collected by filtration, washed with water (2×1 mL), and dried in the vacuum oven (35° C.) overnight to provide 3-{[4-(3,3-difluoro-1-pyrrolidinyl)-1-piperidinyl]methyl}-6-(methylsulfonyl)-2-[3-(trifluoromethyl)phenyl]-4-quinolinecarboxylic acid (0.718 g, 72% yield) as a yellow solid. MS (m/z) 598.1 (M+H+).

Provenance & Evidence