Triethylamine → 4-chloro-2-(ethoxymethyl)-1-prop-2-ynyl-1H-imidazo[4,5-c]quinoline

Participants

Reaction Conditions

Reaction Steps

A solution of N-[2-chloro-4-(prop-2-ynylamino)quinolin-3-yl]-2-ethoxyacetamide (26.7 g, 84.0 mmol) and triethylamine (17.5 mL, 126 mmol) in ethanol (250 mL) was heated at 60° C. for 1.7 days. Additional triethylamine (17.5 mL) was added and the solution was heated at 60° C. for two more days. The volatiles were removed under reduced pressure and the resulting white solid was triturated with water, isolated by filtration, and dried to provide 4-chloro-2-(ethoxymethyl)-1-prop-2-ynyl-1H-imidazo[4,5-c]quinoline (24.2 g, 96%).

Provenance & Evidence