Reacción #4128

Ecuación de reacción

N-bromosuccinimide

6-(4-methyl-1-piperazinyl)-9-methyl-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine

dichloromethane

→

product

Rendimiento 11.6%

10-Bromo-9-methyl-6-(4-methyl-1-piperazinyl)-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine

Rendimiento 11.6%

Disolventes

dimethylformamide

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowas washed with brine (4 times, 150 ml)
2. 2
   Secadodried over anhydrous magnesium sulfate
3. 3
   OtroThe solvent was removed at reduced pressure
4. 4
   Otrothe residue was dried
5. 5
   OtroPurification
6. 6
   Lavadoeluted with dichloromethane (500 ml) and 2% methanol in dichloromethane (250 ml)
7. 7
   workup.ADDITIONThe fractions containing the product
8. 8
   Concentraciónconcentrated
9. 9
   OtroRecrystallization from 2-propanol:water (1:1, 20 ml)

Procedimiento

A solution of N-bromosuccinimide (0.91 g, 5.1 mmoles) in dimethylformamide (3 ml) was added dropwise to a solution of 6-(4-methyl-1-piperazinyl)-9-methyl-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine (1.6 g, 4.8 mmoles) in dimethylformamide (30 ml) at 0°-3° C. The reaction mixture was stirred for 30 minutes. The solution was poured into dichloromethane (250 ml), and was washed with brine (4 times, 150 ml), and dried over anhydrous magnesium sulfate. The solvent was removed at reduced pressure and the residue was dried. Purification was accomplished by flash chromatography on an aluminium oxide column (grade III, 60 g), eluted with dichloromethane (500 ml) and 2% methanol in dichloromethane (250 ml). The fractions containing the product were pooled and concentrated. Recrystallization from 2-propanol:water (1:1, 20 ml) yielded 230 mg (11.6%) of product, mp 177°-177° C.

Fuente