反应详情

8-Ethyl-7-fluoro-1,5-naphthyridin-2(1H)-one (0.810 g, 4.22 mmol) was suspended in dry DMF (12.5 mL) under argon at 0° C., this was then treated with sodium hydride (0.371 g of a 60% w:w dispersion in oil, 2.2 eq.) added in portions. The suspension was allowed to warm to rt; after stirring for 30 mins at rt, the mixture was treated with allyl iodide (0.858 ml, 2.2 eq). It was then stirred for a further 30 mins before addition of water (10 ml). The mixture was then extracted with 10% MeOH/DCM (3×20 ml). The organic extracts were combined, dried over anhydrous sodium sulphate, filtered and evaporated under reduced pressure to give a brown oil. This residue was then purified by column chromatography on silica gel (50 g) eluting with 0-100% EtOAc in hexane gradient to give title compound as a brown oil (0.9588 g, 98%).

1. additionw dispersion in oil, 2.2 eq.) added in portions
2. extractionThe mixture was then extracted with 10% MeOH/DCM (3×20 ml)
3. dry with materialdried over anhydrous sodium sulphate
4. filtrationfiltered
5. customevaporated under reduced pressure
6. customto give a brown oil
7. customThis residue was then purified by column chromatography on silica gel (50 g)
8. washeluting with 0-100% EtOAc in hexane gradient