4-aza-3-cyano-5-methoxy-2-pentylindole | 1310481-68-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: 4-aza-3-cyano-5-methoxy-2-pentylindole
• 英文别名: 5-methoxy-2-pentyl-1H-pyrrolo[3,2-b]pyridine-3-carbonitrile
• CAS: 1310481-68-5
• 化学式: C₁₄H₁₇N₃O
• 分子量: 243.308
• InChiKey: JXBBSQAIQVOPAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-甲氧基-3-硝基吡啶-2-乙腈 在 哌啶 、 一氧化碳 、 palladium diacetate 、 溶剂黄146 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 120.0 ℃ 、607.99 kPa 条件下， 反应 92.0h， 生成 4-aza-3-cyano-5-methoxy-2-pentylindole
  参考文献：
  名称：

  A base-modulated chemoselective synthesis of 3-cyanoindoles or 4-cyanoquinolines using a palladium-catalyzed N-heterocyclization

  摘要：

  A selective methodology for the synthesis of either 3-cyanoindoles or 4-cyanoquinolines via a base-modulated palladium-catalyzed reductive N-heterocyclization from a common 1-cyano-1-(2-nitrophenyl)-1-alkene precursor is described. The required starting materials were prepared either by a Kosugi Migita Stille coupling of 2-halo-1-nitrobenzenes with a tributyl(1-alkenyl)stannane or by a vicarious nucleophilic substitution (VNS) of nitrobenzenes followed by a Knoevenagel condensation with an aldehyde. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.029

文献信息

• A base-modulated chemoselective synthesis of 3-cyanoindoles or 4-cyanoquinolines using a palladium-catalyzed N-heterocyclization
  作者：Serge R. Banini、Michael R. Turner、Matthew M. Cummings、Björn C.G. Söderberg

  DOI：10.1016/j.tet.2011.03.029

  日期：2011.5

  A selective methodology for the synthesis of either 3-cyanoindoles or 4-cyanoquinolines via a base-modulated palladium-catalyzed reductive N-heterocyclization from a common 1-cyano-1-(2-nitrophenyl)-1-alkene precursor is described. The required starting materials were prepared either by a Kosugi Migita Stille coupling of 2-halo-1-nitrobenzenes with a tributyl(1-alkenyl)stannane or by a vicarious nucleophilic substitution (VNS) of nitrobenzenes followed by a Knoevenagel condensation with an aldehyde. (C) 2011 Elsevier Ltd. All rights reserved.