反应详情

温度

50 °C

Sodium hydride (230 mg, 60%, 5.8 mmol) was added portionwise to a solution of 4-amino-3-(2-(benzyloxy)ethyl)-8-(cyclopentyloxy)-7-methoxy-2H-chromen-2-one (800 mg, 1.86 mmol) and DMSO (20 mL). After 10 min at rt, 3,4,5-trichloropyridine (1.0 g, 5.47 mmol) was added. The reaction was then heated at 50° C. overnight, allowed to cool to rt, quenched with drops of water, poured into 0.5M KH2PO4 (15 mL), and then extracted with ethyl acetate (50 mL×2). The combined extracts were washed with brine (50 mL), dried, filtered, concentrated, and purified by silica gel chromatography (ethyl acetate:petroleum ether) to give 3-(2-(benzyloxy)ethyl)-8-(cyclopentyloxy)-4-(3,5-dichloropyridin-4-ylamino)-7-methoxy-2H-chromen-2-one.

1. temperatureto cool to rt
2. customquenched with drops of water
3. additionpoured into 0.5M KH2PO4 (15 mL)
4. extractionextracted with ethyl acetate (50 mL×2)
5. washThe combined extracts were washed with brine (50 mL)
6. customdried
7. filtrationfiltered
8. concentrationconcentrated
9. custompurified by silica gel chromatography (ethyl acetate:petroleum ether)