2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamido-piperidinyl)-amide → 2-[2-(4-Aminomethylphenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamido-piperidinyl)-amide

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Reaction Steps

2.0 g (4.1 mmol) 2-[2-(4-Cyanophenyl)-ethyl]-1-methyl-benzimidazole-5-yl-carboxylic acid-(4-benzamido-piperidinyl)-amide are hydrogenated in 30 ml of methanol in the presence of about 2 g of methanol-moist Raney Nickel at room temperature and standard pressure. The catalyst is filtered off and washed with methanol, and the solvent is distilled off under vacuum. The residue is hydrogenated over silica gel (acetic ester:methanol:ammonia, 80:20:1) and then chromatographed over an RP-18 column (gradient acetonitrile:water: 0-2 min. 90% water over 11 min. of 90 to 5% water, 5 min. 5% water). Yield: 0.4 g (20%); MPt.: 165-167° C.,

Provenance & Evidence