Trifluoroacetic acid → 1-cyclohexyl-2-(3-furyl)-N-[2-(4-hydroxyphenyl)-1-(2-pyridyl)ethyl]benzimidazole-5-carboxamide

Participants

Reaction Steps

2-(Aminomethyl)pyridine was converted to its benzaldehyde imine (benzaldehyde in DCM with 4A molecular sieves) and alkylated with 4-tert-butoxycarbonyloxy-benzyl chloride following an adaptation of the procedure described by Y. Wang et al. (Synth. Commun. 1992, 22, 265). The resulting racemic amine was coupled to the carboxylic acid of example 2 under the usual conditions, and deprotected with TFA to give the title compound of example 38 after purification by preparative C18 reversed-phase HPLC.

Provenance & Evidence