8-(benzyloxy)-5-chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinoline | 1189168-00-0

• 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: 8-(benzyloxy)-5-chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinoline
• 英文别名: 2-(5-Chloro-8-phenylmethoxyquinolin-7-yl)-[1,3]oxazolo[4,5-b]pyridine
• CAS: 1189168-00-0
• 化学式: C₂₂H₁₄ClN₃O₂
• 分子量: 387.825
• InChiKey: OBAZKNWJCKGKQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-(benzyloxy)-5-chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinoline 在 三氯化硼 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到5-chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinolin-8-ol
  参考文献：
  名称：

  First Synthesis of 5-Chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinolin-8-ol by Pd-Catalyzed Arylation

  摘要：

  5-Chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinolin-8-ol was synthesized by a Pd-catalyzed arylation, which proceeds efficiently with 2 equivalents of benzylated clioquinol and 1 equivalent of oxazolo[4,5-b]pyridine. The product was smoothly debenzylated by boron trichloride in dichloromethane.

  DOI：

  10.1080/00397910902730861
• 作为产物：
  描述：

  8-(benzyloxy)-5-chloro-7-iodoquinoline 、 噁唑并[4,5-b]吡啶 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 三苯基膦 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以70%的产率得到8-(benzyloxy)-5-chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinoline
  参考文献：
  名称：

  First Synthesis of 5-Chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinolin-8-ol by Pd-Catalyzed Arylation

  摘要：

  5-Chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinolin-8-ol was synthesized by a Pd-catalyzed arylation, which proceeds efficiently with 2 equivalents of benzylated clioquinol and 1 equivalent of oxazolo[4,5-b]pyridine. The product was smoothly debenzylated by boron trichloride in dichloromethane.

  DOI：

  10.1080/00397910902730861

文献信息

• First Synthesis of 5-Chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinolin-8-ol by Pd-Catalyzed Arylation
  作者：Uthai Sakee、Ronald Grigg

  DOI：10.1080/00397910902730861

  日期：2009.7.29

  5-Chloro-7-[1,3]oxazolo[4,5-b]pyridin-2-ylquinolin-8-ol was synthesized by a Pd-catalyzed arylation, which proceeds efficiently with 2 equivalents of benzylated clioquinol and 1 equivalent of oxazolo[4,5-b]pyridine. The product was smoothly debenzylated by boron trichloride in dichloromethane.