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

HRID 4071

反应方程式

HRID 4071 反应方程式
[Cl:1][C:2]1[CH:3]=[C:4]2[CH2:13][CH2:12][N:11]3[C:5]2=[C:6]([CH:25]=1)[C:7]([N:18]1[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]1)=[N:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=13>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[Cl:1][C:2]1[CH:3]=[C:4]2[CH:13]=[CH:12][N:11]3[C:5]2=[C:6]([CH:25]=1)[C:7]([N:18]1[CH2:23][CH2:22][N:21]([CH3:24])[CH2:20][CH2:19]1)=[N:8][C:9]1[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=13

参与物

4

反应物 1

HCID 138232954-Chloro-6-(4-methyl-1-piperazinyl)-1,2,dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine

产物 1

HCID 138233014-Chloro-6-(4-methyl-1-piperazinyl)benzo[b]pyrrolo[3,2,1-jk]-[1,4]benzodiazepine收率 63.7%

试剂、催化剂与溶剂 2

HCID 178418406HCID 178418406，化合物催化剂HCID 6212三氯甲烷溶剂

实验过程

To a solution of 4-chloro-6-(4-methyl-1-piperazinyl)-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine (6 g, 17 mmoles), in chloroform (150 ml) was added manganese dioxide (10.5 g). The mixture was heated under reflux for 24 hours. The mixture was cooled, filtered and the solid was washed with dichloromethane (200 ml). The filtrate was then concentrated to dryness. The residue was purified by flash chromatography over a silica gel column (150 g), eluted with 2% methanol in dichloromethane (4 l) and 3% methanol in dichloromethane (2 l). Evaporation of the eluent gave 3.8 g (63%) of product. Recrystallization from toluene (40 ml) yielded the analytical sample, mp 170°-172° C.

后处理

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 24 hours
  3. temperatureThe mixture was cooled
  4. filtrationfiltered
  5. washthe solid was washed with dichloromethane (200 ml)
  6. concentrationThe filtrate was then concentrated to dryness
  7. customThe residue was purified by flash chromatography over a silica gel column (150 g)
  8. washeluted with 2% methanol in dichloromethane (4 l) and 3% methanol in dichloromethane (2 l)
  9. customEvaporation of the eluent

来源与证据

ORD记录
ord-e9900028a3e64abb947a008cb915a7e1
来源数据集
uspto-grants-1988_02
专利号
US04723003

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