反应详情

While stirring with ice-cooling, 12.5 ml of trifluoroacetic acid was added to 12.5 ml of chloroform solution containing 1.41 g of 2-acetyl-4-pyridinylcarbamic acid t-butyl ester. The mixture was immediately warmed up to room temperature and stirred for 2 hours and 40 minutes. The solvent was evaporated under reduced pressure to obtain a crude amine. This compound was dissolved in 25 ml of pyridine, and the solution was mixed with 0.83 ml of phenyl chloroformate while stirring with ice-cooling and then immediately warmed up to room temperature. After 8 hours and 30 minutes, this was mixed with 10 ml of pyridine solution containing 1.4 g of (2S,5R)-4-(2,5-dimethylpiperazin-1-yl)-2-trifluoromethylbenzonitrile and heated under reflux for 1 hour. The reaction mixture cooled to room temperature was mixed with water and extracted with chloroform. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by a silica gel column chromatography to obtain 1.03 g of the title compound from methanol-chloroform (1:99, v/v) eluate.

1. temperaturecooling
2. stirringstirred for 2 hours and 40 minutes
3. customThe solvent was evaporated under reduced pressure
4. customto obtain a crude amine
5. stirringwhile stirring with ice-
6. temperaturecooling
7. temperatureimmediately warmed up to room temperature
8. temperatureheated
9. temperatureunder reflux for 1 hour
10. temperatureThe reaction mixture cooled to room temperature
11. extractionextracted with chloroform
12. washThe organic layer was washed with saturated brine
13. dry with materialdried over anhydrous sodium sulfate
14. customthe solvent was evaporated under reduced pressure
15. customThe residue was purified by a silica gel column chromatography