反应详情

To a solution of 1,8-naphthyridin-4-ol (59 g, 400 mmol) in acetonitrile (500 ml) was added phosphorus oxide tribromide. The reaction mixture was heated to reflux. After 1 hour, the reaction mixture was carefully diluted with ice and the resulting solution was basified with ammonia solution (25%) to pH>7. The reaction mixture was partially concentrated in vacuo, then extracted with chloroform (4×500 ml). The organics were dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (ethyl acetate/petroleum ether gradient) to afford 4-bromo-1,8-naphthyridine.

1. temperatureThe reaction mixture was heated to reflux
2. additionthe reaction mixture was carefully diluted with ice
3. concentrationThe reaction mixture was partially concentrated in vacuo
4. extractionextracted with chloroform (4×500 ml)
5. dry with materialThe organics were dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe residue was purified by column chromatography on silica gel (ethyl acetate/petroleum ether gradient)