Sodium Hydroxide → HCID 178522620, compound

Participants

Reaction Steps

To a suspension of cis-methyl 4-((E)-2-(benzoylimino)-6-(2-(piperidin-1-yl)ethoxy)-2,3-dihydro-1H-imidazo[4,5-c]pyridin-1-yl)cyclohexanecarboxylate (0.052 g, 0.103 mmol) in MeOH (1.0 mL) was added 1N aqueous NaOH (1.028 mL, 1.028 mmol), and the resulting mixture was stirred at RT for 48 hours. The reaction mixture was concentrated under vacuum to remove MeOH and neutralized with 2 N HCl. The product was extracted with DCM (5-20 mL) to afford cis-4-((E)-2-(benzoylimino)-6-(2-(piperidin-1-yl)ethoxy)-2,3-dihydro-1H-imidazo[4,5-c]pyridin-1-yl)cyclohexanecarboxylic acid as an off-white solid (50 mg, 99% yield). MS m/z=492.2 [M+H]. Calc'd for C27H33N5O4: 491.3.

Provenance & Evidence