4-chloro-5H-pyridazino[4,5-b]indole | 85076-68-2

• 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: 4-chloro-5H-pyridazino[4,5-b]indole
• 英文别名: 4-chloro-5H-pyridazino[4,5-b]indole
• CAS: 85076-68-2
• 化学式: C₁₀H₆ClN₃
• 分子量: 203.631
• InChiKey: KIMLHHTWRRCTNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(二乙氨基)丙炔 、 4-chloro-5H-pyridazino[4,5-b]indole 以 1,4-二氧六环 为溶剂， 反应 0.33h， 以57%的产率得到3-[4,6-bis(diethylamino)-3,5-dimethylpyridin-2-yl]-1H-indole-2-carbonitrile
  参考文献：
  名称：

  Ring Transformation of Fused Pyridazines. VI. Construction of 3-(2-Pyridyl)indole Skeleton by Means of N-N Bond Cleavage Reaction of Fused Pyridazines with Ynamines

  摘要：

  We established a new N-N bond cleavage reaction of pyridazino[4,5-b]indoles with ynamines to form 3-(2-pyridyl)indoles. The latter are easily converted to 3-(2-piperidyl)indoles, which are key intermediates for the synthesis of indole alkaloids.

  DOI：

  10.3987/com-97-7847
• 作为产物：
  描述：

  3,5-二氢-4H-吡嗪并[4,5-b]吲哚-4-酮 在 三氯氧磷 作用下， 反应 3.0h， 以72%的产率得到4-chloro-5H-pyridazino[4,5-b]indole
  参考文献：
  名称：

  Ring Transformation of Fused Pyridazines. VI. Construction of 3-(2-Pyridyl)indole Skeleton by Means of N-N Bond Cleavage Reaction of Fused Pyridazines with Ynamines

  摘要：

  We established a new N-N bond cleavage reaction of pyridazino[4,5-b]indoles with ynamines to form 3-(2-pyridyl)indoles. The latter are easily converted to 3-(2-piperidyl)indoles, which are key intermediates for the synthesis of indole alkaloids.

  DOI：

  10.3987/com-97-7847

文献信息

• Ring Transformation of Fused Pyridazines. VI. Construction of 3-(2-Pyridyl)indole Skeleton by Means of N-N Bond Cleavage Reaction of Fused Pyridazines with Ynamines
  作者：Ken-ichi Iwamoto、Etsuo Oishi、Tomonobu Sano、Ayako Tsuchiya、Yumiko Suzuki、Takeo Higashino、Akira Miyashita

  DOI：10.3987/com-97-7847

  日期：——

  We established a new N-N bond cleavage reaction of pyridazino[4,5-b]indoles with ynamines to form 3-(2-pyridyl)indoles. The latter are easily converted to 3-(2-piperidyl)indoles, which are key intermediates for the synthesis of indole alkaloids.