Chloroacetyl chloride → HCID 66958547, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, a solution of N-{2-[(3-aminoquinolin-4-yl)amino]-1,1-dimethylethyl}methanesulfonamide (2.65 g, 8.59 mmol) in 1,2-dichloroethane (100 mL) was cooled to 0° C. Triethylamine (2.4 mL, 17 mmol) and chloroacetyl chloride (0.82 mL, 10.3 mmol) were sequentially added, and the reaction was allowed to warm to ambient temperature, stirred overnight, and then heated at reflux for 1.5 days. The reaction was washed with saturated aqueous sodium bicarbonate (2×100 mL) and brine (100 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to provide 1.92 g of 10,10-dimethyl-9-(methylsulfonyl)-8,9,10,11-tetrahydropyrazino[4′,3′:1,2]imidazo[4,5-c]quinoline as a brown solid, which was used without purification.

Provenance & Evidence