Bromine → HCID 10615399, compound

Participants

Reaction Conditions

Reaction Steps

Methanol (25 ml) was added to a mixture of Compound 2 (1.19 g) and sodium acetate (0.82 g). The mixture was cooled to -40° C. and bromine (0.96 g) was added to the mixture. After completion of the addition, the mixture was warmed and the mixture was stirred at 5° to 8° C. for 18 hours. The reaction was quenched by adding aqueous sodium sulfite solution, and the methanol was distilled off. The residue was extracted with ethyl acetate. The extract was successively washed with aqueous sodium bicarbonate solution and saturated saline solution and dried over anhydrous magnesium sulfate. The solvent was distilled off. The residue was subjected to column chromatography on silica gel and eluted with ethyl acetate/hexane to obtain 6-bromo-2,2-dimethyl-4-(2-pyridyl)-2H-1,3-benzoxazine (0.41 g) (Compound 4).

Provenance & Evidence