2-chloro-N-(3,4-dimethoxyphenethyl)-quinazolin-4-amine

• 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: 2-chloro-N-(3,4-dimethoxyphenethyl)-quinazolin-4-amine
• 英文别名: 2-chloro-N-[2-(3,4-dimethoxyphenyl)ethyl]quinazolin-4-amine
• 化学式: C₁₈H₁₈ClN₃O₂
• 分子量: 343.813
• InChiKey: YGCGYGXEBJIPDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  56.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-chloro-N-(3,4-dimethoxyphenethyl)-quinazolin-4-amine 在 sodium azide 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 2-Azido-N-(3,4-dimethoxyphenethyl)quinazolin-4-amine
  参考文献：
  名称：

  Facile approaches toward the synthesis of N4-monosubstituted quinazolin-2,4-diamines

  摘要：

  The amination of quinazoline-based heterocyclics is of significant interest due to its privileged structure and application in the development of bioactive compound libraries, as well as in the synthesis of readily convertible building blocks. The current approaches generally result in low yields, utilize harsh conditions, and/or rely on expensive catalysts. After examining three different approaches to synthesize N4-monosubstituted quinazolin-2,4-diamines, we developed an efficient and mild synthetic method to prepare quinazolin-2,4-diamines in 80-85% yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.10.096
• 作为产物：
  描述：

  2,4-二氯喹唑啉 、 3,4-二甲氧基苯乙胺 在 N,N-二异丙基乙胺 作用下， 以 甲醇 为溶剂， 以80%的产率得到2-chloro-N-(3,4-dimethoxyphenethyl)-quinazolin-4-amine
  参考文献：
  名称：

  Facile approaches toward the synthesis of N4-monosubstituted quinazolin-2,4-diamines

  摘要：

  The amination of quinazoline-based heterocyclics is of significant interest due to its privileged structure and application in the development of bioactive compound libraries, as well as in the synthesis of readily convertible building blocks. The current approaches generally result in low yields, utilize harsh conditions, and/or rely on expensive catalysts. After examining three different approaches to synthesize N4-monosubstituted quinazolin-2,4-diamines, we developed an efficient and mild synthetic method to prepare quinazolin-2,4-diamines in 80-85% yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.10.096