Ethoxalyl chloride → HCID 86605651, compound

Participants

Reaction Steps

To a solution of tert-butyl [6-({2-[(tert-butoxycarbonyl)amino]ethyl}amino)-2-isobutyl-4-(4-methylphenyl)quinolin-3-yl]methylcarbamate (0.50 g, 0.89 mmol) in ethyl acetate (50 ml) was added saturated aqueous sodium hydrogen carbonate (50 ml), and the mixture was vigorously stirred at room temperature. Ethyl chloroglyoxylate (0.30 g, 2.2 mmol) was added dropwise to the obtained mixture and the mixture was vigorously stirred for 30 min. The organic layer was separated, washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give ethyl {{2-[(tert-butoxycarbonyl)amino]ethyl}[3-{[(tert-butoxycarbonyl)amino]methyl}-2-isobutyl-4-(4-methylphenyl)quinolin-6-yl]amino}(oxo)acetate (0.53 g, yield 90%) as a white powder.

Provenance & Evidence