Imidazole → HCID 22132564, compound

Participants

Reaction Steps

To a solution of N,N-carbonyldimidazole (2.1 g) and imidazole (1.9 g) in chloroform (100 ml) is added dropwise with stirring a solution of 2-chloro-6-(3-aminopropoxy)quinoline (3 g) in chloroform (40 ml) at -10° C. The mixture is stirred at room temperature overnight, and thereto is added dropwise a solution of N-(2-hydroxybutyl)-N-cyclohexylamine (2.9 g) in chloroform (10 ml). The mixture is stirred at room temperature for one hour, and refluxed for 2.5 hours. The mixture is allowed to cool, and the chloroform layer is washed successively with diluted hydrochloric acid, water and a saturated aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate, and evaporated to remove the solvent to give 2-chloro-6-{3-[3-cyclohexyl-3-(2-hydroxybutyl)ureido]propoxy}quinoline (6.8 g) as a colorless oil.

Provenance & Evidence