反应详情

To a 1,2-dichloromethane solution (1 ml) containing ((S)-1-benzylpyrrolidin-3-yl)-(3-fluorophenyl)-(4-trifluoromethylphenyl)amine (0.48 g, 1.1 mmol) was added 1-chloroethyl chloroformate (0.82 g, 5.8 mmol). The mixture was stirred at room temperature for 15 hours and heated under reflux for 3 hours. The solvent was distilled off under reduced pressure, and 5 ml methanol was then added to the residue and heated under reflux for 3 hours. After distilling the solvent off under reduced pressure, the residue was then dissolved in dichloromethane and washed with an aqueous saturated sodium hydrogencarbonate solution. After drying over magnesium sulfate, the solvent was distilled off under reduced pressure. The residue was dissolved in ethanol, fumaric acid (128 mg, 1.1 mmol) was then added thereto, giving a uniform solution. The solvent was distilled off under reduced pressure, and the crystals produced by adding dichloromethane to the residue were separated by filtration and dried, giving 0.24 g of light brown powdery (3-fluorophenyl)-(S)-pyrrolidin-3-yl-(4-trifluoromethylphenyl)amine difumarate.

1. temperatureheated
2. temperatureunder reflux for 3 hours
3. distillationThe solvent was distilled off under reduced pressure, and 5 ml methanol
4. additionwas then added to the residue
5. temperatureheated
6. temperatureunder reflux for 3 hours
7. distillationAfter distilling the solvent off under reduced pressure
8. dissolutionthe residue was then dissolved in dichloromethane
9. washwashed with an aqueous saturated sodium hydrogencarbonate solution
10. dry with materialAfter drying over magnesium sulfate
11. distillationthe solvent was distilled off under reduced pressure
12. dissolutionThe residue was dissolved in ethanol
13. customgiving a uniform solution
14. distillationThe solvent was distilled off under reduced pressure
15. customthe crystals produced
16. customwere separated by filtration
17. customdried