Hydrochloric Acid → 2-Chloro-6-[methyl(methylsulfonyl)amino]isonicotinic acid

Participants

Reaction Steps

To a solution of methyl 2-chloro-6-[methyl(methylsulfonyl)amino]isonicotinate (2 g, 7.18 mmol) in 1:1 THF:MeOH (60 mL) added a NaOH (9.3 mL, 9.3 mmol, 1N). The reaction mixture was stirred at rt for 0.5 h, acidified to pH 3-4 with 1N HCl, extracted with dichloromethane (×2), dried over sodium sulfate and concentrated in vacuo to provide 2-chloro-6-[methyl(methylsulfonyl)amino]isonicotinic acid as a white solid. 1H NMR (400 MHz, CD3OD) δ 7.88 (s, 1H), 7.63 (s, 1H), 3.39 (s, 3H), 3.13 (s, 3H).

Provenance & Evidence