反应详情

3-Chloro-6-methoxy-[1,5]naphthyridine-4-carbonitrile (5.0 g, 22.8 mmol, 1.0 eq) is suspended in a 10% sodium hydroxide aqueous solution (125 mL) and the resulting mixture is heated to reflux for 30 minutes. The reaction mixture is then extracted with ethyl acetate (3×100 mL) and the pH is adjusted to 3-4 by the addition of a 3N hydrochloric acid aqueous solution. The combined organic layers are dried over sodium sulfate, filtered and concentrated to give the crude product that is purified by column chromatography (silica gel, eluent: ethyl acetate:petroleum ether, 1:1 to 4:1, v/v) to afford 3-chloro-6-methoxy-[1,5]naphthyridine-4-carboxylic acid amide as an off-white solid (3.44 g, 64% yield).

1. temperaturethe resulting mixture is heated
2. temperatureto reflux for 30 minutes
3. extractionThe reaction mixture is then extracted with ethyl acetate (3×100 mL)
4. additionthe pH is adjusted to 3-4 by the addition of a 3N hydrochloric acid aqueous solution
5. dry with materialThe combined organic layers are dried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. customto give the crude product that
9. customis purified by column chromatography (silica gel, eluent