3-(1-acetyl-7-chloro-1,2,3,4-tetrahydro[1,8]naphthyridin-4-yl)propionitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(1-acetyl-7-chloro-1,2,3,4-tetrahydro[1,8]naphthyridin-4-yl)propionitrile
• 英文别名: 3-(1-acetyl-7-chloro-3,4-dihydro-2H-1,8-naphthyridin-4-yl)propanenitrile
• 化学式: C₁₃H₁₄ClN₃O
• 分子量: 263.727
• InChiKey: LYIMENVKNYOUCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,6-二氯吡啶 在 4-二甲氨基吡啶 、 过氧化双月桂酰 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 、 氯苯 为溶剂， 反应 43.0h， 生成 3-(1-acetyl-7-chloro-1,2,3,4-tetrahydro[1,8]naphthyridin-4-yl)propionitrile
  参考文献：
  名称：

  Tin-Free Radical Cyclizations for the Synthesis of 7-Azaoxindoles, 7-Azaindolines, Tetrahydro[1,8]naphthyridines, and Tetrahydro-5H-pyrido[2,3-b]azepin-8-ones

  摘要：

  Compounds containing a pyridine nucleus fused to a saturated nitrogen-containing ring, including 7-azaoxindoles, 7-azaindolines, tetrahydro-[1,8]naphthyridines, and tetrahydro-5H-pyrido[2,3-b]azepin-8-ones, were prepared in good yield starting from various 2,6-dichloropyridines. The method hinges on a free-radical xanthate-mediated cyclization or intermolecular addition/cyclization sequence for the construction of the new fused rings.

  DOI：

  10.1021/ol0489649

文献信息

• Tin-Free Radical Cyclizations for the Synthesis of 7-Azaoxindoles, 7-Azaindolines, Tetrahydro[1,8]naphthyridines, and Tetrahydro-5<i>H</i>-pyrido[2,3-<i>b</i>]azepin-8-ones
  作者：Eric Bacqué、Myriem El Qacemi、Samir Z. Zard

  DOI：10.1021/ol0489649

  日期：2004.10.1

  Compounds containing a pyridine nucleus fused to a saturated nitrogen-containing ring, including 7-azaoxindoles, 7-azaindolines, tetrahydro-[1,8]naphthyridines, and tetrahydro-5H-pyrido[2,3-b]azepin-8-ones, were prepared in good yield starting from various 2,6-dichloropyridines. The method hinges on a free-radical xanthate-mediated cyclization or intermolecular addition/cyclization sequence for the construction of the new fused rings.