反应详情

温度

100 °C

A mixture of 7-(benzyloxy)-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carbothioamide (280 mg), ethyl 2-chloro-3-oxopropanoate potassium salt (234 mg), acetic acid (0.5 mL) and N,N-dimethylacetamide (5 mL) was stirred at 100° C. for 4 h. Ethyl 2-chloro-3-oxopropanoate potassium salt (234 mg) and acetic acid (0.5 mL) were added again, and the mixture was stirred at 100° C. for 3 h. Furthermore, ethyl 2-chloro-3-oxopropanoate potassium salt (234 mg) and acetic acid (0.5 mL) were added and the mixture was stirred at 100° C. for 7 h. Water was added to the mixture and the mixture was extracted with ethyl acetate. The organic layer was washed successively with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over magnesium sulfate, filtered and concentrated. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=5/95 to 50/50, volume ratio) to give the title compound (242 mg, crude yield 71%) as a yellow solid. MS 549 (MH+).

1. stirringthe mixture was stirred at 100° C. for 3 h
2. stirringthe mixture was stirred at 100° C. for 7 h
3. extractionthe mixture was extracted with ethyl acetate
4. washThe organic layer was washed successively with saturated aqueous sodium hydrogen carbonate solution and saturated brine
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated
8. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=5/95 to 50/50, volume ratio)