Реакция #4128

Уравнение реакции

N-bromosuccinimide

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

dichloromethane

→

product

Выход 11.6%

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

Выход 11.6%

Растворители

dimethylformamide

dimethylformamide

Условия реакции

Обработка

1. 1
   Промывкаwas washed with brine (4 times, 150 ml)
2. 2
   Сушкаdried over anhydrous magnesium sulfate
3. 3
   ДругоеThe solvent was removed at reduced pressure
4. 4
   Другоеthe residue was dried
5. 5
   ДругоеPurification
6. 6
   Промывкаeluted with dichloromethane (500 ml) and 2% methanol in dichloromethane (250 ml)
7. 7
   workup.ADDITIONThe fractions containing the product
8. 8
   Концентрированиеconcentrated
9. 9
   ДругоеRecrystallization from 2-propanol:water (1:1, 20 ml)

Методика

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.

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