2-(2-(4-bromophenyl)-2-oxoethyl)-1-(cyanomethyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2-ium bromide | 1053176-26-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(2-(4-bromophenyl)-2-oxoethyl)-1-(cyanomethyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2-ium bromide
• CAS: 1053176-26-3
• 化学式: Br*C₂₁H₂₀BrN₂O₃
• 分子量: 508.209
• InChiKey: QEQWNMPLBQPGID-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.62
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  62.33
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(2-(4-bromophenyl)-2-oxoethyl)-1-(cyanomethyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2-ium bromide 在 三乙胺 作用下， 以 苯 为溶剂， 以73%的产率得到2-(4-bromophenyl)-5,6-dihydro-8,9-dimethoxypyrrolo[2,1-a]isoquinoline-1-carbonitrile
  参考文献：
  名称：

  Synthesis of annulated dihydroisoquinoline heterocycles via their nitrogen ylides

  摘要：

  3,4-Dihydro-6,7-dimethoxyisoquinoline-1-acetonitrile reacts with some alpha-bromoketones in dry benzene to give the Corresponding isoquinolinium salts, which undergo intramolecular cyclization to give pyrrolo[2,1-a]isoquinolines. Cross-coupling of the latter compounds with some aryldiazonium chlorides resulted in the formation of 3-arylhydrazonopyrrolo[2,1-a]isoquinolines, 3-arylazopyrrolo[2,1-a]isoquinolines and 3-aryl-1,2,3-triazolo[5,1-a]isoquinolines, respectively. The structures of the products were established on the basis of their elemental and spectral analyses as well as X-ray single crystal studies. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.043
• 作为产物：
  描述：

  (3,4-dihydro-6,7-dimethoxyisoquinolin-1-yl)acetonitrile 、 2,4'-二溴苯乙酮 以 苯 为溶剂， 反应 2.0h， 以71%的产率得到2-(2-(4-bromophenyl)-2-oxoethyl)-1-(cyanomethyl)-6,7-dimethoxy-3,4-dihydroisoquinolin-2-ium bromide
  参考文献：
  名称：

  Synthesis of annulated dihydroisoquinoline heterocycles via their nitrogen ylides

  摘要：

  3,4-Dihydro-6,7-dimethoxyisoquinoline-1-acetonitrile reacts with some alpha-bromoketones in dry benzene to give the Corresponding isoquinolinium salts, which undergo intramolecular cyclization to give pyrrolo[2,1-a]isoquinolines. Cross-coupling of the latter compounds with some aryldiazonium chlorides resulted in the formation of 3-arylhydrazonopyrrolo[2,1-a]isoquinolines, 3-arylazopyrrolo[2,1-a]isoquinolines and 3-aryl-1,2,3-triazolo[5,1-a]isoquinolines, respectively. The structures of the products were established on the basis of their elemental and spectral analyses as well as X-ray single crystal studies. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.06.043