反应详情

A mixture of 2-(4-fluorophenyl)-2-(3-fluorophenylamino)acetic acid (I3) (510 mg, 1.94 mmol), (R)-quinuclidin-3-ol (246 mg, 1.94 mmol), HOBT (356 mg, 2.32 mmol), and DCC (480 mg, 2.32 mmol) in THF (10 ml) was stirred at room temperature overnight (UPLC-MS monitoring: complete conversion). The solvent was evaporated, the crude was dissolved in EtOAc, and the insoluble was removed by filtration. The clear solution was washed with 1N K2CO3 and then with brine. The organic layer was dried over Na2SO4, filtered and evaporated. The crude product was purified by silica gel chromatography (EtOAc/MeOH=8/2) to give (R)-quinuclidin-3-yl 2-(4-fluorophenyl)-2-(3-fluorophenylamino)acetate (360 mg, 50% yield, mixture of diastereomers).

1. customThe solvent was evaporated
2. dissolutionthe crude was dissolved in EtOAc
3. customthe insoluble was removed by filtration
4. washThe clear solution was washed with 1N K2CO3
5. dry with materialThe organic layer was dried over Na2SO4
6. filtrationfiltered
7. customevaporated
8. customThe crude product was purified by silica gel chromatography (EtOAc/MeOH=8/2)