反应详情

A stirred solution of 4-[(6-ethyl-8-fluorophenanthridin-5(6H)-yl)sulfonyl]phenol (Example 40, Step d, 0.06 g, 0.16 mmol) in dichloromethane (2 mL) was treated sequentially with pyridine (0.05 mL, 0.63 mmol) and propionyl chloride (0.03 mL, 0.3 mmol). After stirring for twelve hours at room temperature, the reaction was quenched with a saturated, aqueous, sodium bicarbonate solution (50 mL). The separated aqueous phase was extracted with dichloromethane (3×10 mL). The combined organic phase was dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to a crude product. The crude product was purified by flash column chromatography on silica gel, eluting with a mixture of ethyl acetate-hexane (1:9 to 1:4 gradient) to yield the title compound as a white solid (0.05, 77%), m.p. 111-112° C.;

1. customthe reaction was quenched with a saturated, aqueous, sodium bicarbonate solution (50 mL)
2. extractionThe separated aqueous phase was extracted with dichloromethane (3×10 mL)
3. dry with materialThe combined organic phase was dried over anhydrous sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated in vacuo to a crude product
6. customThe crude product was purified by flash column chromatography on silica gel
7. washeluting with a mixture of ethyl acetate-hexane (1:9 to 1:4 gradient)