反应详情

7-(Methoxy)-1,5-naphthyridin-2(1H)-one (5.958 g, 33.852 mmol) was suspended in dry DMF (100 ml) under argon at rt, and the stirred suspension was treated with sodium hydride (2.98 g, 60% suspension in oil, 74.48 mmol) and stirred at rt for 0.5 h. Allyl iodide (6.88 ml, 74.475 mmol) was then added. The reaction was stirred at rt for 0.5 h and then the mixture was diluted with water to 300 ml and extracted with DCM (3×300 ml). The DCM extracts were combined, dried over anhydrous magnesium sulphate, filtered and evaporated under reduced pressure to give a brown gum which was purified by chromatography on silica gel using a 0-10% MeOH/DCM gradient to provide the desired compound (4.096 g, 56%). Mixed fractions could be triturated with diethyl ether to provide further compound (0.95 g, 13%).

1. stirringThe reaction was stirred at rt for 0.5 h
2. extractionextracted with DCM (3×300 ml)
3. dry with materialdried over anhydrous magnesium sulphate
4. filtrationfiltered
5. customevaporated under reduced pressure
6. customto give a brown gum which
7. customwas purified by chromatography on silica gel using a 0-10% MeOH/DCM gradient