反应详情

温度

60 °C

Sodium hydride (8 mg, 60%, 0.2 mmol) was added to a solution of 4-amino-8-(cyclopropylmethoxy)-3-ethyl-7-methoxy-2H-chromen-2-one (24 mg, 0.083 mmol) and DMSO (3 mL) at rt under N2. After 5 min. 3,4,5-trichloropyridine (19 mg, 0.1 mmol) was added, and the reaction was heated at 60° C. After 2 h, more 3,4,5-trichloropyridine (25 mg, 0.14 mmol) was added followed by more sodium hydride (15 mg, 60%, 0.38 mmol). After an additional 2 h at 60° C., the reaction was poured into 1M KH2PO4 (40 mL) and extracted with ethyl acetate (40 mL×2). The combined extracts were dried, filtered, concentrated, and purified by silica gel chromatography (7:3→1:4; hexanes:ethyl acetate) to give 8-(cyclopropylmethoxy)-4-(3,5-dichloropyridin-4-ylamino)-3-ethyl-7-methoxy-2H-chromen-2-one: MS (ESI): 434.8.

1. waitAfter 2 h
2. waitAfter an additional 2 h at 60° C.
3. extractionextracted with ethyl acetate (40 mL×2)
4. customThe combined extracts were dried
5. filtrationfiltered
6. concentrationconcentrated
7. custompurified by silica gel chromatography (7:3→1:4; hexanes:ethyl acetate)