Hydrochloric Acid → Benzyl 4-((3-chloropyrazin-2-yl)methylcarbamoyl)cyclohexyl(2-methoxyethyl)carbamate

Participants

Reaction Steps

To a solution of N-((3-chloropyrazin-2-yl)methyl)-4-(2-methoxyethylamino)cyclohexane-carboxamide (3.15 mmol, 1.03 g) in dioxane (10 ml) and water (10 ml) were added triethylamine (3.36 mmol, 0.47 ml) and N-(benzyloxycarbonyloxy)succinimide (3.31 mmol, 825 mg). After stirring for two hours at room temperature water and 2N hydrochloric acid (1.5 ml) were added and this mixture extracted twice with dichloromethane. The combined organic layers were washed with saturated aqueous sodium hydrogencarbonate solution, dried (sodium sulfate) and concentrated in vacuo to give benzyl 4-((3-chloropyrazin-2-yl)methylcarbamoyl)cyclohexyl(2-methoxyethyl)carbamate (1.45 g).

Provenance & Evidence