Ammonia → HCID 58976008, compound

Participants

Reaction Steps

A suspension of 3-(5-Amino-1-pyridin-2-yl-1H-[1,2,4]triazol-3-ylamino)-4-methoxy-benzoic acid (108 mg, 0.8 mmol) in a mixed solvent of THF (50 mL) and DMF (15 mL) was treated with 1,1′-carbonyldiimidazole (194 mg, 1.2 mmol) at room temperature. After 1 h, ammonia in MeOH (7.0M, 1 mL) was added. The reaction mixture was stirred at 50 C for 16 h, poured into water. Precipitate was collected by filtration and further purified by HPLC to give 3-(5-Amino-1-pyridin-2-yl-1H-[1,2,4]triazol-3-ylamino)-4-methoxy-benzamide (112 mg). FIA-MS: m/e=326.1 (M+1). Rt=2.65 min (Method A). 1H-NMR (500 MHz, DMSO(d6): 8.65 (d, 1H), 8.43 (dd, 1H), 8.02 (td, 1H), 7.98 (m, 1H), 7.83 (m, 1H), 7.73 (d, 1H), 7.70 (m, 1H), 7.47 (dd, 1H), 7.27 (ff, 1H), 7.14 (m, 1H), 7.04 (d, 1H), 3.90 (s, 1H).

Provenance & Evidence