Potassium Hydroxide → HCID 67250298, compound

Participants

Reaction Steps

Potassium hydroxide (120 mg, 2.14 mmol) was added to a solution of ethyl (2R)-4-(3-fluoro-2-oxo-4-phenylpyridin-1(2H)-yl)-2-methyl-2-(methylsulfonyl)butanoate (131 mg, 0.33 mmol) in THF:methanol:water (2:2:1, 10 mL) and the reaction was stirred at RT overnight. The reaction was concentrated, and the residue was dissolved in aqueous 1N sodium hydroxide (20 mL), washed with ethyl acetate (3×20 mL), acidified using concentrated HCl, and extracted with ethyl acetate (3×50 mL). The combined organics were dried (MgSO4), filtered, and concentrated to afford the title compound as a white solid (88.4 mg, 72.7%). LC-MS m/z 383.0 (M+1). 1H NMR (400 MHz, DMSO-d6) δ ppm 1.59 (s, 3 H) 2.13-2.30 (m, 1 H) 3.17 (s, 3 H) 3.93-4.23 (m, 2 H) 6.43 (t, J=6.93 Hz, 1 H) 7.44-7.56 (m, 3 H) 7.57-7.66 (m, 3 H).

Provenance & Evidence