9-(4-iospropyl-cyclohex-1-enylmethyl)-2-(4-methoxyphenyl)-9H-pyrido[2,3-b]indole

• 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: 9-(4-iospropyl-cyclohex-1-enylmethyl)-2-(4-methoxyphenyl)-9H-pyrido[2,3-b]indole
• 英文别名: 2-(4-Methoxyphenyl)-9-[(4-prop-1-en-2-ylcyclohexen-1-yl)methyl]pyrido[2,3-b]indole
• 化学式: C₂₈H₂₈N₂O
• 分子量: 408.543
• InChiKey: ITNWNMSIMPSSPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴-1H-吲哚-3-甲醛 在 sodium azide 、 potassium tert-butylate 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 二甲基亚砜 、 叔丁醇 为溶剂， 反应 97.5h， 生成 9-(4-iospropyl-cyclohex-1-enylmethyl)-2-(4-methoxyphenyl)-9H-pyrido[2,3-b]indole
  参考文献：
  名称：

  2-Amidinylindole-3-carbaldehydes: Versatile Synthons for the Preparation of α-Carboline Derivatives

  摘要：

  The 2-amidinylindole-3-carbaldehydes 1 are the key starting materials for the preparation of three classes of carbolines 2, 6 and 7 in which the pyridine ring is characterised by a different substitution patterns. The carbolines 2 which are functionalized with an amino group in position 2, were obtained directly by heating 1 in presence of SiO2. The condensation of amidines 1 with arylmethylketones afforded unsaturated ketones 5 which on heating were transformed into 2, 9-dialkyl-3-aroyl-9H-pyrido[2,3-b]indoles 7. Instead, prolonged reaction of amidines 1 with arylmethylketones in t-BuOH/t-BuOK gave 2-aryl-9H-pyrido[2,3-b]indoles 6. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00950-9

文献信息

• 2-Amidinylindole-3-carbaldehydes: Versatile Synthons for the Preparation of α-Carboline Derivatives
  作者：Emanuela Erba、M Luisa Gelmi、Donato Pocar

  DOI：10.1016/s0040-4020(00)00950-9

  日期：2000.12

  The 2-amidinylindole-3-carbaldehydes 1 are the key starting materials for the preparation of three classes of carbolines 2, 6 and 7 in which the pyridine ring is characterised by a different substitution patterns. The carbolines 2 which are functionalized with an amino group in position 2, were obtained directly by heating 1 in presence of SiO2. The condensation of amidines 1 with arylmethylketones afforded unsaturated ketones 5 which on heating were transformed into 2, 9-dialkyl-3-aroyl-9H-pyrido[2,3-b]indoles 7. Instead, prolonged reaction of amidines 1 with arylmethylketones in t-BuOH/t-BuOK gave 2-aryl-9H-pyrido[2,3-b]indoles 6. (C) 2000 Elsevier Science Ltd. All rights reserved.