反应详情

A mixture of 4-Chloro-N-methyl-pyridine-2-carboxamide (400 mg, 2.345 mmol), piperazine (808 mg, 9.38 mmol) and sodium bicarbonate (591 mg, 7.03 mmol) in 1-butanol (4 ml) was heated under reflux for 18 hours. The mixture was filtered, the filtrate was concentrated under reduced pressure and the residue was purified by column chromatography (silica, 1-5% MeOH—basified with ammonia—in DCM) to give a colourless oil. The oil was dissolved in 2 ml ethanol and 4N HCl in dioxane (1.11 ml, 4.4 mmol) was added. The mixture was stirred for 1 hour at room temperature and filtered. The filter residue was rinsed with DCM and ethanol, dried under reduced pressure to give 200 mg of a white solid (0.779 mmol, 33%). MS (ESI) m/z=221.2 [M+1]+.

1. temperaturewas heated
2. temperatureunder reflux for 18 hours
3. filtrationThe mixture was filtered
4. concentrationthe filtrate was concentrated under reduced pressure
5. customthe residue was purified by column chromatography (silica, 1-5% MeOH—basified with ammonia—in DCM)
6. customto give a colourless oil
7. filtrationfiltered
8. washThe filter residue was rinsed with DCM and ethanol
9. customdried under reduced pressure