반응 #4186

반응 방정식

N-bromosuccinimide

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

dichloromethane

→

product

수율 11.6%

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

수율 11.6%

용매

dimethylformamide

dimethylformamide

반응 조건

후처리

1. 1
   세척was washed with brine (4 times, 150 ml)
2. 2
   건조dried over anhydrous magnesium sulfate
3. 3
   기타The solvent was removed at reduced pressure
4. 4
   기타the residue was dried
5. 5
   기타Purification
6. 6
   세척eluted with dichloromethane (500 ml) and 2% methanol in dichloromethane (250 ml)
7. 7
   workup.ADDITIONThe fractions containing the product
8. 8
   농축concentrated
9. 9
   기타Recrystallization from 2-propanol:water (1:1, 20 ml)

실험 절차

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.

출처