Water → 6-acetylamino-4-[2-[4-(1H-indol-3-Yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone

Participants

Reaction Steps

To a solution of 6-amino-4-[2-[4-(1H-indol-3-yl)-1-piperidinyl]ethyl]-2(1H)-quinolinone (III-20) (1 g, 2.59 mmol) in dimethylformamide (8 ml) was added triethylamine (0.7 ml, 5 mmol). To the mixture was added dropwise acetyl chloride (0.2 ml, 2.75 mmol) at 0 ° C. and the mixture was stirred at the same temperature for 15 minutes. The reaction mixture was poured into water and the separated solid was filtered off. After washing with water and drying, the solid was recrystallized from a mixture of methanol, tetrahydrofuran and water to give the desired product (III-21) (900 mg) as pale yellow crystals (yield 81.1%, mp 180°-183° C. (methanol/tetrahydrofuran/water).

Provenance & Evidence