Hydrochloric Acid → HCID 178479722, compound

Participants

Reaction Steps

A round bottom flask under nitrogen atmosphere was charged with cis-methyl 4-(2-(4-fluorobenzamido)-6-(piperidin-1-ylmethyl)-1H-benzo[d]imidazol-1-yl)cyclohexanecarboxylate (0.10 g, 0.203 mmol), MeOH (2.90 mL) and 1N aqueous NaOH (3.05 mL, 3.05 mmol) and stirred at RT overnight. The reaction mixture was adjusted to a pH of approximately 2 by treatment with 6N HCl and was extracted with DCM (3×50 mL). The organic layers were combined, dried over sodium sulfate and concentrated under vacuum to afford an off-white solid. Trituration with ether afforded cis-4-(2-(4-fluorobenzamido)-6-(piperidin-1-ylmethyl)-1H-benzo[d]imidazol-1-yl)cyclohexanecarboxylic acid hydrochloride as a white solid (0.095 g, 91% yield). MS m/z=479.2 [M+H]. Calc'd for C27H31N4O3: 478.2.

Provenance & Evidence