m-Chloroperbenzoic acid → 9,10-dihydro-8H-[1,2]oxazino[2',3':1,2]imidazo[4,5-c][1,5]naphthyridine 5-oxide

Participants

Reaction Steps

Solid 3-chloroperoxybenzoic acid (0.26 g of approximately 77% pure material, 1.1 mmol) was added to a solution of 9,10-dihydro-8H-[1,2]oxazino[2′,3′:1,2]imidazo[4,5-c][1,5]naphthyridine (0.13 g, 0.6 mmol) in dichloromethane (15 mL). The reaction was stirred at room temperature for 1 hour and then washed with saturated aqueous sodium carbonate (10 mL). The aqueous fraction was extracted 5 times with 25 mL portions of dichloromethane. The combined organic fractions were dried over potassium carbonate, filtered, and concentrated under reduced pressure to provide 9,10-dihydro-8H-[1,2]oxazino[2′,3′:1,2]imidazo[4,5-c][1,5]naphthyridine 5-oxide (0.13 g).

Provenance & Evidence