Ammonium Chloride → HCID 21186248, compound

Participants

Reaction Steps

Sodium methoxide (0.115 g) was added to a solution of 2-[4-(N,N-dimethylamino)phenyl]-N-(isobutoxycarbonyl)-N-(3-methoxy-5-methylpyrazin-2-yl)pyridine-3-sulphonamide (0.212 g) in methanol (10 ml) and the mixture was stirred and heated under reflux for 90 minutes. The reaction mixture was cooled, poured into saturated aqueous ammonium chloride solution (30 ml) and extracted with ethyl acetate (3×30 ml). The organic extracts were combined and dried (MgSO4). Volatile material was removed by evaporation and the residue was triturated with ether to give 2-[4-(N,N-dimethylamino)phenyl] -N-(3-methoxy-5-methylpyrazin-2-yl)pyridine-3-sulphonamide (104 mg) as a solid, m.p. 183°-184.5° C.; 1H NMR (d6 -DMSO): 2.2 (s, 3 H), 2.95 (s, 6 H), 3.8 (s, 3 H), 6.7 (br s, 2 H), 7.3-7.5 (m, 4 H), 8.37 (dd, 1 H), 8.7 (dd, 1 H), 10.1 (br s, 1 H); mass spectrum (+ve FAB, DMSO/methanol/NBA): 400 (M+H)+.

Provenance & Evidence