反应详情

温度

140 °C

To a sealable tube were added 6-chloro-3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-4-(pyrazin-2-yl)-3H-imidazo[4,5-c]pyridine (250 mg, 0.497 mmol) and Zn(CN)2 (46 mg, 0.397 mmol). DMF (4 mL) was added, and the mixture was purged with nitrogen for 5 minutes. Pd(dppf)Cl2 dichloromethane complex (20.2 mg, 0.024 mmol) was added, and the mixture was degassed with nitrogen again for 5 minutes. The tube was sealed and heated to 140° C. for 2.5 hours. The reaction mixture was cooled to room temperature, filtered, diluted with ethyl acetate, and washed with water and brine. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified on a silica gel column using 30-45% ethyl acetate/petroleum ether as eluent to afford 3-[(trans-4-methylcyclohexyl)methyl]-2-[(3R)-3-phenylmorpholin-4-yl]-4-(pyrazin-2-yl)-3H-imidazo[4,5-c]pyridine-6-carbonitrile. MS ES/APCl calc'd. for C29H31N7O [M+H]+ 494. found 494.

1. customthe mixture was purged with nitrogen for 5 minutes
2. additionPd(dppf)Cl2 dichloromethane complex (20.2 mg, 0.024 mmol) was added
3. customthe mixture was degassed with nitrogen again for 5 minutes
4. customThe tube was sealed
5. temperatureThe reaction mixture was cooled to room temperature
6. filtrationfiltered
7. additiondiluted with ethyl acetate
8. washwashed with water and brine
9. dry with materialThe organic layer was dried over anhydrous sodium sulfate
10. filtrationfiltered
11. concentrationconcentrated under reduced pressure
12. customThe residue was purified on a silica gel column