HCID 54562765, compound → HCID 53633357, compound
Reaction equation
[CH3:1][N:2]([CH3:34])[C:3]1[CH:30]=[CH:29][C:6]([C:7]([NH:9][CH:10]2[CH2:15][CH2:14][N:13]([CH:16]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:12][CH2:11]2)=[O:8])=[C:5]([N+:31]([O-])=O)[CH:4]=1>[Ni].CCO>[NH2:31][C:5]1[CH:4]=[C:3]([N:2]([CH3:34])[CH3:1])[CH:30]=[CH:29][C:6]=1[C:7]([NH:9][CH:10]1[CH2:15][CH2:14][N:13]([CH:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH2:12][CH2:11]1)=[O:8]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Step 4): The mixture of 4-dimethylamino-2-nitro-N-(1-diphenylmethylpiperidin-4-yl)-bezamide (1.60 g, 3.5 mmol) and Raney Nickel in EtOH (75 ml) was stirred under H2 at room temperature for 4 hours. The mixture was filtered, and the filtrate was concentrated under vacuum. The residue was purified with chromatography on silica gel (30-50% AcOEt in hexane) and recrystallized from diisopropyl ether to obtain 2-amino-4-dimethylamino-N-(1-diphenylmethyl-piperidin-4-yl)benzamide 1.18 g (79%): mp 118° C.