反应详情

A toluene solution containing 0.7 g of ((S)-1-benzylpyrrolidin-3-yl)-(3-fluorophenyl)amine (2.6 mmol), 0.59 g of 4-bromobenzotrifluoride (2.6 mmol), 65 mg of BINAP (0.1 mmol), 23 mg of palladium acetate (0.1 mmol) and 0.28 g of sodium tert-butoxide (2.9 mmol) was heated under reflux under a nitrogen atmosphere for 3 hours. The reaction solution was filtered to remove insoluble matter, and ethyl acetate and water were added to the filtrate to separate the solution into layers. The organic layer was washed with water and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=20:1→10:1). The eluent solvent was distilled off under reduced pressure to thereby obtain 0.48 g of oily colorless ((S)-1-benzylpyrrolidin-3-yl)-(3-fluorophenyl)-(4-trifluoromethylphenyl)amine.

1. temperaturewas heated
2. temperatureunder reflux under a nitrogen atmosphere for 3 hours
3. filtrationThe reaction solution was filtered
4. customto remove insoluble matter, and ethyl acetate and water
5. additionwere added to the filtrate
6. customto separate the solution into layers
7. washThe organic layer was washed with water
8. dry with materialdried over magnesium sulfate
9. distillationThe solvent was distilled off under reduced pressure
10. customthe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=20:1→10:1)
11. distillationThe eluent solvent was distilled off under reduced pressure