反应详情

温度

120 °C

A thick walled glass tube, equipped with a stir bar, was charged with palladium (II) acetate (64 mg, 0.29 mmol), acetonitrile (50 mL), N-vinylphthalimide (1.19 g, 6.89 mmol), triethylamine (2.4 mL, 17 mmol), tri-o-tolylphosphine (260 mg, 0.86 mmol) and 1-(7-bromo-2-ethyl-1H-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol (2.00 g, 5.74 mmol). The reaction mixture was purged with nitrogen and the tube was sealed and heated at 120° C. in an oil bath for 16 hours. The reaction was cooled to ambient temperature and silica gel (20 g) was added followed by concentration under reduced pressure. The sample absorbed on silica was purified by chromatography using a HORIZON HPFC system (silica cartridge, eluting with a 0-7% gradient of methanol in dichloromethane). The recovered solid was washed with 1% aqueous sodium carbonate to provide 1.95 g of 2-{2[2-ethyl-1-(2-hydroxy-2-methylpropyl)-1H-imidazo[4,5-c]quinolin-7-yl]ethenyl}-1H-isoindole-1,3(2H)-dione as a bright yellow solid. MS (APCI) m/z 441 (M+H)+.

1. customA thick walled glass tube, equipped with a stir bar
2. customThe reaction mixture was purged with nitrogen
3. customthe tube was sealed
4. temperatureThe reaction was cooled to ambient temperature
5. additionsilica gel (20 g) was added
6. concentrationfollowed by concentration under reduced pressure
7. customThe sample absorbed on silica
8. customwas purified by chromatography
9. washeluting with a 0-7% gradient of methanol in dichloromethane)
10. washThe recovered solid was washed with 1% aqueous sodium carbonate