反应详情

温度

0 °C

To a stirred solution of (S)-methyl 4-((3-(amino(phenyl)methyl)phenoxy)methyl)-benzoate hydrochloride (12.0 g, 31.3 mmol) in pyridine (100 mL) at 0° C. was added portion-wise (R)-quinuclidin-3-yl carbonochloridate (8.50 g, 37.5 mmol). The reaction was stirred at 0° C. for 1 hour and then allowed to warm to RT for 16 hours. Water was added to the reaction mixture and extracted with ethyl acetate (×3). The combined extracts were washed with brine, dried (sodium sulfate), filtered and the solvent evaporated at reduced pressure. The crude material was purified by chromatography on a KP-NH Biotage cartridge eluting with 0-20% methanol in ethyl acetate to afford the title compound (10.3 g, 66%).

1. temperatureto warm to RT for 16 hours
2. extractionextracted with ethyl acetate (×3)
3. washThe combined extracts were washed with brine
4. dry with materialdried (sodium sulfate)
5. filtrationfiltered
6. customthe solvent evaporated at reduced pressure
7. customThe crude material was purified by chromatography on a KP-NH Biotage cartridge
8. washeluting with 0-20% methanol in ethyl acetate