反应详情

A solution of 2-chloro-5,6-dihydro-4H-imidazo[4,5,1-ij]quinoline (20.00 g) in 1-piperazinecarboxaldehyde (25.00 g) was stirred at 120° C., under nitrogen, for 1.5 hrs. The reaction mixture was quenched with dilute sodium bicarbonate solution (300 ml) and extracted with chloroform. The organic extracts were combined, washed with brine, dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated. The residue was purified by flash chromatography (silica gel; 25:1 dichloromethane-methanol). The appropriate fractions were collected and evaporated. The residue was recrystallized twice from ethyl acetate to give 18.1 g (64%) of product, mp 138°-139° C.

1. customThe reaction mixture was quenched with dilute sodium bicarbonate solution (300 ml)
2. extractionextracted with chloroform
3. washwashed with brine
4. dry with materialdried over anhydrous magnesium sulfate
5. filtrationfiltered
6. concentrationThe filtrate was concentrated
7. customThe residue was purified by flash chromatography (silica gel; 25:1 dichloromethane-methanol)
8. customThe appropriate fractions were collected
9. customevaporated
10. customThe residue was recrystallized twice from ethyl acetate