4-(quinolin-8-yl)spinaceamine | 1206606-99-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(quinolin-8-yl)spinaceamine
• 英文别名: 8-(4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-4-yl)quinoline
• CAS: 1206606-99-6
• 化学式: C₁₅H₁₄N₄
• 分子量: 250.303
• InChiKey: IUFXAUWEKZCJIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(quinolin-8-yl)spinaceamine 在 sulfur 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以60%的产率得到4-(quinolin-8-yl)imidazo[4,5-c]pyridine
  参考文献：
  名称：

  Synthesis and dehydrogenation of spinaceamine and spinacine 4-hetaryl derivatives

  摘要：

  The reaction of histamine and histidine with various hetarylaldehydes under the conditions of the base-catalyzed Pictet-Spengler process affords 4-hetaryl-substituted derivatives of spinaceamine and spinacine. The dehydrogenation of the 4-hetaryl-substituted spinaceamine derivatives using elemental sulfur in DMF at 120-130 degrees C led to the formation of 4-hetaryl derivatives of imidazo[4,5-c]-pyridine. Under similar conditions the 4-hetaryl-substituted spinacine derivatives suffered both the dehydrogenation and oxidative decarboxylation resulting in the products identical to the compounds obtained by the dehydrogenation of 4-hetaryl-substituted spinaceamine.

  DOI：

  10.1134/s1070428009080181
• 作为产物：
  描述：

  喹啉-8-甲醛 、 histamine dichloride 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 以48%的产率得到4-(quinolin-8-yl)spinaceamine
  参考文献：
  名称：

  Synthesis and dehydrogenation of spinaceamine and spinacine 4-hetaryl derivatives

  摘要：

  The reaction of histamine and histidine with various hetarylaldehydes under the conditions of the base-catalyzed Pictet-Spengler process affords 4-hetaryl-substituted derivatives of spinaceamine and spinacine. The dehydrogenation of the 4-hetaryl-substituted spinaceamine derivatives using elemental sulfur in DMF at 120-130 degrees C led to the formation of 4-hetaryl derivatives of imidazo[4,5-c]-pyridine. Under similar conditions the 4-hetaryl-substituted spinacine derivatives suffered both the dehydrogenation and oxidative decarboxylation resulting in the products identical to the compounds obtained by the dehydrogenation of 4-hetaryl-substituted spinaceamine.

  DOI：

  10.1134/s1070428009080181

文献信息

• Synthesis and dehydrogenation of spinaceamine and spinacine 4-hetaryl derivatives
  作者：N. N. Smolyar、M. G. Abramyants、T. I. Zavyazkina、D. I. Matveeva、Ya. S. Borodkin、I. A. Voloskii

  DOI：10.1134/s1070428009080181

  日期：2009.8

  The reaction of histamine and histidine with various hetarylaldehydes under the conditions of the base-catalyzed Pictet-Spengler process affords 4-hetaryl-substituted derivatives of spinaceamine and spinacine. The dehydrogenation of the 4-hetaryl-substituted spinaceamine derivatives using elemental sulfur in DMF at 120-130 degrees C led to the formation of 4-hetaryl derivatives of imidazo[4,5-c]-pyridine. Under similar conditions the 4-hetaryl-substituted spinacine derivatives suffered both the dehydrogenation and oxidative decarboxylation resulting in the products identical to the compounds obtained by the dehydrogenation of 4-hetaryl-substituted spinaceamine.