Lithium hydroxide, monohydrate → N-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-malonamic acid

Participants

Reaction Steps

LiOH.H2O (56 mg, 1.3 mmol) was added to a solution of N-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-malonamic acid ethyl ester (200 mg, 0.6 mmol) in methanol (0.5 mL), THF (1 mL) and H2O (0.5 mL) and the resulting mixture was stirred for 1 hour at room temperature then concentrated. The residue was diluted with water and acidified with concentrated HCl. The resulting precipitate was isolated by filtration to afford 156 mg (86%) of N-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-malonamic acid. 1H NMR: (DMSO-d6): δ 12.8 (s, 1H), 10.3 (s, 1H), 7.78-7.6 (m, 3H), 7.5 (t, 1H), 7.4-7.3 (m, 2H), 6.5 (d, 1H), 6.38 (t, 1H), 3.4 (d, 2H).

Provenance & Evidence