(2-Methoxyethyl)(methyl)amine → HCID 19592956, compound

Participants

Reaction Steps

To a stirred suspension of 8-(2,6-dichlorobenzoylamino)-4-formylquinoline (100 mg), N-(2-methoxyethyl)methylamine (28 mg) and acetic acid (17 mg) was added sodium triacetoxyborohydride (91.6 mg) portionwise over a period of 5 minutes at ambient temperature, and the resulting mixture was stirred at the same temperature for four hours. The crude product was partitioned in dichloromethane and aqueous saturated sodium bicarbonate solution. The organic phase was dried over anhydrous magnesium sulfate, filtered, evaporated under reduced pressure. The residue was purified by a preparative thin layer chromatography (5%0 methanoldichloromethane) and recrystallized from ethanol to give 8-(2,6-dichlorobenzoylamino)-4-[N-(2-methoxyethyl)-N-methylaminomethyl]quinoline (77 mg) as a colorless powder.

Provenance & Evidence