7-(pyrid-3'-yl)indole | 827025-06-9

• 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: 7-(pyrid-3'-yl)indole
• 英文别名: 7-(3'-pyridyl)indole；7-3'PI；7-(Pyridin-3-yl)-1H-indole；7-pyridin-3-yl-1H-indole
• CAS: 827025-06-9
• 化学式: C₁₃H₁₀N₂
• 分子量: 194.236
• InChiKey: DAGQJULETDDVJT-UHFFFAOYSA-N

物化性质

• 沸点：
  420.1±20.0 °C(Predicted)
• 密度：
  1.211±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  碘甲烷 、 7-(pyrid-3'-yl)indole 以 乙腈 为溶剂， 反应 3.0h， 以72%的产率得到1-methyl-3-(indol-7'-yl)pyridinium iodide
  参考文献：
  名称：

  7-Pyridylindoles:  Synthesis, Structure, and Properties

  摘要：

  A series of three isomeric 7-pyridylindoles (7-PIs) are prepared where the pyridine attachment is through C2, C3, or C4. These systems are prepared by a combination of the Bartoli reaction and the Stille coupling with an appropriate pyridyl stannane. By treatment with CH3I, the 7-PIs can be converted to their pyridinium salts. Deprotonation at the NH of these salts leads to a zwitterion which, in the 4-pyridyl system, also exists as a neutral isomer. The photophysical and NMR properties of these systems are discussed. All three pyridylindoles are analyzed by X-ray crystallography and shown to exist in different states of aggregation dictated by the formation of intra- and intermolecular H-bonds.

  DOI：

  10.1021/jo061011z
• 作为产物：
  描述：

  3-(1,1,1-三丁基甲锡烷)嘧啶 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 22.0h， 生成 7-(pyrid-3'-yl)indole
  参考文献：
  名称：

  7-Pyridylindoles:  Synthesis, Structure, and Properties

  摘要：

  A series of three isomeric 7-pyridylindoles (7-PIs) are prepared where the pyridine attachment is through C2, C3, or C4. These systems are prepared by a combination of the Bartoli reaction and the Stille coupling with an appropriate pyridyl stannane. By treatment with CH3I, the 7-PIs can be converted to their pyridinium salts. Deprotonation at the NH of these salts leads to a zwitterion which, in the 4-pyridyl system, also exists as a neutral isomer. The photophysical and NMR properties of these systems are discussed. All three pyridylindoles are analyzed by X-ray crystallography and shown to exist in different states of aggregation dictated by the formation of intra- and intermolecular H-bonds.

  DOI：

  10.1021/jo061011z

文献信息

• 7-Pyridylindoles:  Synthesis, Structure, and Properties
  作者：Maria Salvatora Mudadu、Ajay Singh、Randolph P. Thummel

  DOI：10.1021/jo061011z

  日期：2006.9.1

  A series of three isomeric 7-pyridylindoles (7-PIs) are prepared where the pyridine attachment is through C2, C3, or C4. These systems are prepared by a combination of the Bartoli reaction and the Stille coupling with an appropriate pyridyl stannane. By treatment with CH3I, the 7-PIs can be converted to their pyridinium salts. Deprotonation at the NH of these salts leads to a zwitterion which, in the 4-pyridyl system, also exists as a neutral isomer. The photophysical and NMR properties of these systems are discussed. All three pyridylindoles are analyzed by X-ray crystallography and shown to exist in different states of aggregation dictated by the formation of intra- and intermolecular H-bonds.