反应详情

温度

0 °C

To a suspension of sodium hydride (96 mg, 3.99 mmol) in THF (13 mL) at 0° C. was added a solution of N-benzyl-4-(4-chloro-2-fluorophenyl)nicotinamide (680 mg, 1.995 mmol) in THF (10 mL) dropwise over a period of 10 min. The reaction mixture was stirred at 0° C. for 1 h and then warmed to room temperature and stirred for another 1 h. The reaction mixture was then treated with ice and extracted with ethyl acetate (3×5 mL). The combined organic layers were washed with brine (1×5 mL), dried (Na2SO4) and concentrated under reduced pressure to afford crude 6-benzyl-8-chlorobenzo[c][2,7]naphthyridin-5(6H)-one (640 mg, 2.00 mmol, 100%). LC/MS (ESI) m/e 321.0 [(M+H)+, calcd for C19H14ClN2O 321.0]; LC/MS retention time (method A): tR=1.95 min.

1. temperaturewarmed to room temperature
2. stirringstirred for another 1 h
3. additionThe reaction mixture was then treated with ice
4. extractionextracted with ethyl acetate (3×5 mL)
5. washThe combined organic layers were washed with brine (1×5 mL)
6. dry with materialdried (Na2SO4)
7. concentrationconcentrated under reduced pressure