4-((4-((((3-Isopropyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)carbonyl)amino)methyl)piperidin-1-yl)methyl)tetrahydro-2H-pyran-4-carboxylic acid → Tert-butyl 4-(aminomethyl)oxane-4-carboxylate
Reaction equation
C(N1C2C=CC=CC=2N(C(NCC2CC[N:20]([CH2:23][C:24]3([C:30]([OH:32])=[O:31])[CH2:29][CH2:28][O:27][CH2:26][CH2:25]3)CC2)=O)C1=O)(C)C>CO.[Ni]>[NH2:20][CH2:23][C:24]1([C:30]([O:32][C:24]([CH3:29])([CH3:25])[CH3:23])=[O:31])[CH2:25][CH2:26][O:27][CH2:28][CH2:29]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of tert-butyl 4-cyanotetrahydro-2H-pyran-4-carboxylate (18.95 g, 0.0897 mol, step 1) and Raney Ni (1.00 g) in methanol (200 mL) was hydrogenated (3 atm) at room temperature for 12 h. Then, the mixture was filtered through a pad of Celite, and the filtrate was concentrated in vacuo to give 16.01 g (83%) of the title compound as a yellow syrup.