HCID 18687551, compound → HCID 86755698, compound

Participants

Reaction Steps

(±)-cis-1-(3,5-dimethylbenzoyl)-2-(phenylmethyl)-4-piperidinamine (1.2 g), 2-chloro-1-(2-thienylmethyl)-1H-benzimidazole (2.24 g) and copper (0.6 g) were stirred at 150° C. for 5 hours. The mixture was taken up in CH2Cl2 and filtered. The filtrate was washed with diluted NH4OH and stirred. The organic layer was separated, dried, filtered and the solvent evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2 /(CH3OH/NH3) 97/3). The pure fractions were collected and the solvent evaporated. The residue was crystallized from CH3CN, yielding 1.87 g (35%) of (±)-cis-1-(3,5-dimethylbenzoyl)-2-(phenylmethyl)-N-[1-(2-thienylmethyl)-1H-benzimidazol-2-yl]-4-piperidinamine (comp. 76; mp. 201.4° C.).

Provenance & Evidence