Sodium Hydroxide → HCID 178522616, compound

Participants

Reaction Steps

To a suspension of cis-methyl 4-((E)-2-(4-fluorobenzoylimino)-6-(morpholinomethyl)-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexanecarboxylate (2.3 g, 4.65 mmol) in MeOH (46.5 mL) was added 1 N aqueous sodium hydroxide (46.5 mL, 46.5 mmol). The suspension wa stirred overnight at RT. The resulting solution was concentrated, adjusted to a pH of approximately 4 with 2 N aqueous HCl, and extracted with DCM. The organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated to generate cis-4-((E)-2-(4-fluorobenzoylimino)-6-(morpholinomethyl)-2,3-dihydro-1H-benzo[d]imidazol-1-yl)cyclohexanecarboxylic acid as a white powder (2.29 g, 102% yield). MS, m/z (C26H29FN4O4): calcd, 480.2. found, 480.2 (M).

Provenance & Evidence