2-(2-bromophenyl)-N-(2-morpholinoethyl)imidazo[1,2-a]pyridin-3-amine | 1356011-70-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-bromophenyl)-N-(2-morpholinoethyl)imidazo[1,2-a]pyridin-3-amine
• CAS: 1356011-70-5
• 化学式: C₁₉H₂₁BrN₄O
• 分子量: 401.306
• InChiKey: ISEBRNAKJILGIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  41.8
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-(2-bromophenyl)-N-(2-morpholinoethyl)imidazo[1,2-a]pyridin-3-amine 在 copper(l) iodide 、 1,10-菲罗啉 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以52%的产率得到4-[2-(2,8,16-Triazatetracyclo[7.7.0.02,7.010,15]hexadeca-1(9),3,5,7,10,12,14-heptaen-16-yl)ethyl]morpholine
  参考文献：
  名称：

  Skeletal Diverse Synthesis of N-Fused Polycyclic Heterocycles via the Sequence of Ugi-Type MCR and CuI-Catalyzed Coupling/Tandem Pictet–Spengler Reaction

  摘要：

  Several diversity-oriented syntheses of N-fused polycyclic heterocycles have been demonstrated but most of them are based on point diversity within the same library and usually involve time-consuming sequential multistep syntheses, which also suffer from low yields and/or poor precursor scopes. We have developed a new strategy for the syntheses of skeletal diverse N-fused polycyclic compounds via an Ugi-type MCR followed by a CuI-catalyzed coupling reaction or tandem Pictet-Spengler reaction. This two-step sequence provides eight distinct skeleton of fused {6-5-5-6}, {5-5-5-6}, {6-5-6-6}, and {5-5-6-6} ring systems that have applications in medicinal chemistry and chemical genetics too.

  DOI：

  10.1021/jo202255v
• 作为产物：
  描述：

  2-氨基吡啶 、 2-吗啉基乙基异腈 、 邻溴苯甲醛 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 以65%的产率得到2-(2-bromophenyl)-N-(2-morpholinoethyl)imidazo[1,2-a]pyridin-3-amine
  参考文献：
  名称：

  Skeletal Diverse Synthesis of N-Fused Polycyclic Heterocycles via the Sequence of Ugi-Type MCR and CuI-Catalyzed Coupling/Tandem Pictet–Spengler Reaction

  摘要：

  Several diversity-oriented syntheses of N-fused polycyclic heterocycles have been demonstrated but most of them are based on point diversity within the same library and usually involve time-consuming sequential multistep syntheses, which also suffer from low yields and/or poor precursor scopes. We have developed a new strategy for the syntheses of skeletal diverse N-fused polycyclic compounds via an Ugi-type MCR followed by a CuI-catalyzed coupling reaction or tandem Pictet-Spengler reaction. This two-step sequence provides eight distinct skeleton of fused {6-5-5-6}, {5-5-5-6}, {6-5-6-6}, and {5-5-6-6} ring systems that have applications in medicinal chemistry and chemical genetics too.

  DOI：

  10.1021/jo202255v

文献信息

• Dandia, Anshu; Khan, Shahnawaz; Parewa, Vijay, Indian Journal of Heterocyclic Chemistry, 2015, vol. 24, # 4, p. 429 - 438
  作者：Dandia, Anshu、Khan, Shahnawaz、Parewa, Vijay、Sharma, Amit、Kumawat, Begraj、Rathore, Kuldeep S.

  DOI：——

  日期：——