反应详情

(R)-tert-Butyl(1-(4-(methylamino)-3-nitrobenzoyl)piperidin-3-yl)carbamate (3.79 g, 10.02 mmol) was dissolved in ethanol (75 mL) and added to a flushed hydrogenation flask containing Pd/C (380 mg, 0.411 mmol). The resultant mixture was flushed with nitrogen/vacuum 3 times, then stirred under an atmosphere of hydrogen at room temperature for 24 hours. The reaction mixture was flushed from hydrogen atmosphere with nitrogen/vacuum three times. To this solution Celite (33 g) was added and stirred for 2 min. then filtered under vacuum. The solution was concentrated under vacuum to give a crude product that was purified on a 100 g SNAP cartridge using SP4 column chromotography. The column was eluted with 0-6% 2M NH3 in MeOH in DCM over 25CV. The appropriate fractions were combined and concentrated in vacuo to give a product that was further purified using SP4 column chromotography on a 100 g SNAP cartridge. The column was eluted with 0-100% EtOAc in cyclohexane over 15CV followed by 100% EtOAc 5CV followed by 0-6% 2M NH3 in MeOH in DCM over 15CV. The appropriate fractions were combined and concentrated in vacuo to give the title compound as a pink solid (1.26 g).

1. additionadded to a flushed hydrogenation flask
2. customThe resultant mixture was flushed with nitrogen/vacuum 3 times
3. customThe reaction mixture was flushed from hydrogen atmosphere with nitrogen/vacuum three times
4. additionTo this solution Celite (33 g) was added
5. stirringstirred for 2 min.
6. filtrationthen filtered under vacuum
7. concentrationThe solution was concentrated under vacuum
8. customto give a crude product that
9. customwas purified on a 100 g SNAP cartridge
10. washThe column was eluted with 0-6% 2M NH3 in MeOH in DCM over 25CV
11. concentrationconcentrated in vacuo
12. customto give a product that
13. customwas further purified
14. washThe column was eluted with 0-100% EtOAc in cyclohexane over
15. concentrationconcentrated in vacuo