Ethyl (6-bromo-2-nitropyridin-3-yloxy)acetate → 6-Bromo-2H-pyrido[3,2-B][1,4]oxazin-3(4H)-one

Participants

Reaction Conditions

Reaction Steps

Ethyl (6-bromo-2-nitro-pyridin-3-yloxy)acetate (38 g, 0.125 mole) was dissolved in glacial AcOH (150 mL), and iron powder (20 g, 0.36 mole) was added. The mixture was mechanically stirred and heated at 90° C. for 5 hr, then was cooled to room temperature and diluted with EtOAc (300 mL). The mixture was filtered through a pad of silica gel and the filtrate was concentrated in vacuo and the residue recrystallized from MeOH (15 g, 52%): MS (ES) m/z 229.0 (M+H)+.

Provenance & Evidence