Hydrochloric Acid → (2R)-4-{5-Fluoro-4-[4-(methylthio)phenyl]-2-oxopyridin-1(2H)-yl}-2-methyl-2-(methylsulfonyl)butanoic acid

Participants

Reaction Steps

Lithium hydroxide monohydrate (165 mg, 6.68 mmol) was added to a solution of ethyl (2R)-4-{5-fluoro-4-[4-(methylthio)phenyl]-2-oxopyridin-1(2H)-yl}-2-methyl-2-(methylsulfonyl)butanoate (0.492 g, 1.12 mmol) in THF:water (1:1, 14 mL) and the reaction was allowed to stir at rt for 18 h. The reaction mixture was acidified using 4 M aq HCl to afford a precipitate. The solid was collected via filtration and dried under vacuum to afford the title compound as a solid (339 mg, 73%). MS (LCMS) m/z 414.1 (M+1). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.54 (s, 3H) 2.17 (ddd, J=13.42, 10.00, 5.07 Hz, 1H) 2.41-2.45 (m, 1H) 2.49 (s, 3H), 3.14 (s, 3H) 3.78-4.15 (m, 2H) 6.46 (d, J=7.81 Hz, 1H) 7.28-7.39 (m, 2H) 7.43-7.55 (m, 2H) 8.01 (d, J=6.83 Hz, 1H).

Provenance & Evidence