Boron tribromide → HCID 10475519, compound

Participants

Reaction Conditions

Reaction Steps

7.9 g of 8-hydroxy-2-methyl-1-{2-[4-(4-methylpyridin-2-yl)piperazin-1-yl]ethyl}-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline (preparation see Example 5) were dissolved in 110 ml of dichloromethane. The solution was cooled to -10° C. A solution of 24.42 g of boron tribromide in 35 ml of dichloromethane was then added while the temperature was kept between -10° and 0° C. The mixture was allowed to react at about 0° C. for 30 minutes. To work up the reaction mixture it was added to a mixture of ice and saturated aqueous sodium bicarbonate solution. The organic phase was separated from the alkaline aqueous phase, washed until neutral, dried and evaporated. As a residue, 9.3 g of a pale grey, solid crude product remained, which was purified by chromatography on a small silica gel column. 4.4 g of cream-colored 8-hydroxy-2-methyl-1-{2-[4-(4-methylpyridin-2 -yl) piperazin-1-yl]ethyl}-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline having a melting point of 110° C. were obtained.

Provenance & Evidence