3-ethyl-8-methyl-2,3,3a,4,5,6-hexahydro-1H-pyrazino[3,2,1-jk]carbazole | 27853-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-ethyl-8-methyl-2,3,3a,4,5,6-hexahydro-1H-pyrazino[3,2,1-jk]carbazole
• 英文别名: 3-ethyl-8-methyl-2,3,3a,4,5,6-hexahydro-1H-pyrazino[3,2,1-jk]carbazole；2-Ethyl-8-methyl-1,10-trimethylenpiperazino<1,2-a>indol；4-ethyl-12-methyl-1,4-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-9(16),10(15),11,13-tetraene
• CAS: 27853-13-0
• 化学式: C₁₇H₂₂N₂
• 分子量: 254.375
• InChiKey: KCLUBMVVJCKVBS-UHFFFAOYSA-N

物化性质

• 熔点：
  117-118 °C(Solv: methanol (67-56-1))
• 沸点：
  415.0±33.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  8.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  丙炔酸甲酯 、 3-ethyl-8-methyl-2,3,3a,4,5,6-hexahydro-1H-pyrazino[3,2,1-jk]carbazole 以 乙腈 为溶剂， 反应 120.0h， 以34%的产率得到methyl 3-ethyl-10-methyl-2,3,5a,6,7,8-hexahydro-1H-[1,4]diazocino[7,8,1-jk]carbazole-5-carboxylate
  参考文献：
  名称：

  Synthesis of hexahydro[1,4]diazocino[7,8,1-jk]carbazoles and 1-methoxy-9-(β-vinylethylamino)ethylcarbazoles

  摘要：

  3-Ethylhexahydropyrazino[3,2,1-jk]carbazole is converted into hexahydro[1,4]diazocino[7,8,1-jk]carbazoles by the action of methyl propiolate and acetylacetylene in acetonitrile and into 1-methoxy9-(beta-vinylethylamino)ethylcarbazoles by the action of acetylenedicarboxylic ester and methyl propiolate in methanol. 3-Benzyl-substituted pyrazinocarbazole does not react with alkynes.

  DOI：

  10.1007/s10593-012-1035-x
• 作为产物：
  描述：

  碘乙烷 、 坡尔吲哚 在 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 反应 96.0h， 以72%的产率得到3-ethyl-8-methyl-2,3,3a,4,5,6-hexahydro-1H-pyrazino[3,2,1-jk]carbazole
  参考文献：
  名称：

  Synthesis of hexahydro[1,4]diazocino[7,8,1-jk]carbazoles and 1-methoxy-9-(β-vinylethylamino)ethylcarbazoles

  摘要：

  3-Ethylhexahydropyrazino[3,2,1-jk]carbazole is converted into hexahydro[1,4]diazocino[7,8,1-jk]carbazoles by the action of methyl propiolate and acetylacetylene in acetonitrile and into 1-methoxy9-(beta-vinylethylamino)ethylcarbazoles by the action of acetylenedicarboxylic ester and methyl propiolate in methanol. 3-Benzyl-substituted pyrazinocarbazole does not react with alkynes.

  DOI：

  10.1007/s10593-012-1035-x

文献信息

• Synthesis and psychotropic activity of new 1,10-trimethylene-1,2,3,4-tetrahydropyrazino(1,2-a)indole derivatives
  作者：A. N. Grinev、O. B. Romanova、É. S. Krichevskii、M. D. Mashkovskii、N. I. Andreeva

  DOI：10.1007/bf00765833

  日期：1980.8
• GRINEV A. N.; POMAHOBA O. B.; KRICHEVSKIJ EH. S.; MASHKOVSKIJ M. D.; ANDR+, XIM.-FARMATS. ZH., 1980, 14, HO 8, 32-37
  作者：GRINEV A. N.、 POMAHOBA O. B.、 KRICHEVSKIJ EH. S.、 MASHKOVSKIJ M. D.、 ANDR+

  DOI：——

  日期：——
• Synthesis of hexahydro[1,4]diazocino[7,8,1-jk]carbazoles and 1-methoxy-9-(β-vinylethylamino)ethylcarbazoles
  作者：L. G. Voskressensky、V. G. Granik、T. N. Borisova、A. A. Titov、E. I. Grishina、E. A. Sorokina、A. V. Varlamov

  DOI：10.1007/s10593-012-1035-x

  日期：2012.7

  3-Ethylhexahydropyrazino[3,2,1-jk]carbazole is converted into hexahydro[1,4]diazocino[7,8,1-jk]carbazoles by the action of methyl propiolate and acetylacetylene in acetonitrile and into 1-methoxy9-(beta-vinylethylamino)ethylcarbazoles by the action of acetylenedicarboxylic ester and methyl propiolate in methanol. 3-Benzyl-substituted pyrazinocarbazole does not react with alkynes.