反应详情

(1R*,2R*,5R*)-8-Benzyl-2-{[3,5-bis(trifluoromethyl)phenyl]methoxy}-1-phenyl-8-azabicyclo[3.2.1]octane (Example 59; 1.21 g, 2.33 mmol) was dissolved in ethyl acetate (20 ml) then 10% palladium hydroxide(0.13 mg) added. Glacial acetic acid (2 ml) was added and the mixture hydrogenated at room temperature at 40 psi overnight. The reaction mixture was filtered then concentrated in vacuo. The yellow oil was basified (saturated sodium hydrogen carbonate solution), and the solution extracted with dichloromethane (×3), dried (MgSO4) and concentrated in vacuo to give a yellow oil. The reaction mixture was purified by flash column chromatography [5%-15% methanol in dichloromethane] to give the title compound as a yellow oil (0.80 g, 80%).

1. customhydrogenated at room temperature
2. customat 40 psi overnight
3. filtrationThe reaction mixture was filtered
4. concentrationthen concentrated in vacuo
5. extractionthe solution extracted with dichloromethane (×3)
6. dry with materialdried (MgSO4)
7. concentrationconcentrated in vacuo
8. customto give a yellow oil
9. customThe reaction mixture was purified by flash column chromatography [5%-15% methanol in dichloromethane]