反应详情

Dissolve 4-[4-(3-chloro-4-fluoro-phenyl)-1-cyanomethyl-1H-imidazol-2-yl]-piperidine-1-carboxylic acid tert-butyl ester (0.94 mmol; 392.9 mg) in methanol (20 mL). Add nickel dichloride (1.03 mmol; 135 mg). Add sodium tetrahydroborate (18.8 mmol; 717 mg) portion-wise. Evaporate and partition between water/DCM and stir 20 min. Add Celite®, stir 30 min and filter. Rinse solids with DCM, 10% MeOH/DCM. Add 2 mL 2M NH3-MeOH to organic layer and evaporate. Dissolve the residue in DCM, wash with brine, dry over MgSO4, filter through Celite® and evaporate to provide the title compound (498 mg; 125%). MS (ES): m/z=423 (M+H).

1. customEvaporate
2. custompartition between water/DCM
3. stirringAdd Celite®, stir 30 min
4. filtrationfilter
5. washRinse solids with DCM, 10% MeOH/DCM
6. additionAdd 2 mL 2M NH3-MeOH to organic layer
7. customevaporate
8. dissolutionDissolve the residue in DCM
9. washwash with brine
10. dry with materialdry over MgSO4
11. filtrationfilter through Celite®
12. customevaporate