Ammonium Hydroxide → Pyrimidine-5-carboxamide

Participants

Reaction Steps

A solution of ethyl pyrimidine-5-carboxylate (6.10 g, 40.0 mmol) in methanol (40 mL) was stirred with ammonium hydroxide (4.30 mL, 110 mmol) in a sealed tube at 50° C. for 10 hours. The reaction mixture was then concentrated and the residue was stirred in ethanol/ethyl acetate (v/v 1/4, 50 mL) at ambient temperature for 2 hours. The white precipitate was collected by filtration and dried to give the titled compound. 1H NMR (300 MHz, DMSO-d6) δ 7.85 [s (broad), 1H], 8.33 [s (broad), 1H], 9.18 (s, 2H), 9.32 (s, 1H) ppm; MS (DCI/NH3) m/z 124 (M+H)+, 141 (M+NH4)+.

Provenance & Evidence