N-bromobutanimide → HCID 67388363, compound

Participants

Reaction Conditions

Reaction Steps

1-Bromopyrrolidine-2,5-dione (199 mg) was added to a stirred solution of 2-(2-amino-3-pyridyl)-1,3-benzoxazole-4-carbonitrile (240 mg) dissolved in tetrahydrofuran (5 ml) over a period of 5 minutes. The resulting solution was stirred at 25° C. for 2 hours. The solvent was evaporated and the residue was washed with water. The residue was basified with 7 M ammonia in methanol and adsorbed on silica gel with methylene chloride. The crude product was purified by flash chromatography on silica gel eluting with 1 to 2% methanol in dichloromethane. The solvent was evaporated to dryness to afford 2-(2-amino-5-bromopyridin-3-yl)benzo[d]oxazole-4-carbonitrile (205 mg) as a solid. NMR Spectrum: (CDCl3): 7.47 (dd, 1H), 7.70 (dd, 1H), 7.82 (dd, 1H), 7.97 (bs, 2H), 8.31 (d, 1H), 8.41 (d, 1H); Mass spectrum: M+H+ 315-317

Provenance & Evidence