反应详情

温度

100 °C

N,N-Diisopropylethylamine (0.25 mL; 3 eq) was added to a solution of 2-methyl-5-(1-piperazinyl)-8-fluoro quinoline (0.170 g; 1 eq) and 2-(3-nitrophenyl)ethyl methanesulfonate (D4) (0.17 g; 1 eq) in dimethylformamide (4.0 mL). The reaction mixture was heated to 100° C. for 10 hours. The dark solution was cooled to room temperature and concentrated under reduced pressure. The residue was diluted with water (3 mL) and brine (1 mL) and extracted into ethyl acetate (3×3 mL). The combined organic layers were dried over sodium sulfate and concentrated under reduced pressure. The crude was purified by flash chromatography on silica gel, eluting with a gradient from dichloromethane to dichloromethane-methanol (98:2) affording the title compound in 46% yield (0.126 g).

1. temperatureThe dark solution was cooled to room temperature
2. concentrationconcentrated under reduced pressure
3. additionThe residue was diluted with water (3 mL) and brine (1 mL)
4. extractionextracted into ethyl acetate (3×3 mL)
5. dry with materialThe combined organic layers were dried over sodium sulfate
6. concentrationconcentrated under reduced pressure
7. customThe crude was purified by flash chromatography on silica gel
8. washeluting with a gradient from dichloromethane to dichloromethane-methanol (98:2)