6-bromo-2-phenyloxazolo[5,4-b]pyridine | 108870-77-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-bromo-2-phenyloxazolo[5,4-b]pyridine
• 英文别名: 6-Brom-2-phenyl-oxazolo[5,4-b]pyridin；6-Bromo-2-phenyl-[1,3]oxazolo[5,4-b]pyridine；6-bromo-2-phenyl-[1,3]oxazolo[5,4-b]pyridine
• CAS: 108870-77-5
• 化学式: C₁₂H₇BrN₂O
• 分子量: 275.104
• InChiKey: NCOVRJJZMJHTJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-bromo-2-phenyloxazolo[5,4-b]pyridine 在 盐酸 作用下， 生成 N-(5-bromo-2-hydroxy-[3]pyridyl)-benzamide
  参考文献：
  名称：

  Takahashi; Koshiro, Chemical and pharmaceutical bulletin, 1959, vol. 7, p. 720,724

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(2,5-dibromopyridin-3-yl)benzamide 在 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 5.0h， 以85%的产率得到6-bromo-2-phenyloxazolo[5,4-b]pyridine
  参考文献：
  名称：

  Catalyst-free synthesis of coumarin-, quinolone- and pyridine-annulated oxazole derivatives

  摘要：

  An efficient approach for the synthesis of coumarin-, quinolone- and pyridine-annulated oxazole derivatives has been achieved by direct base-mediated intramolecular carbon-oxygen bond formation in a transition metal catalyst-free protocol. Intramolecular cyclization of o-bromoamides in DMSO in the presence of Cs2CO3 at 130 degrees C affords heterocycle-annulated oxazole derivatives in high yields via a nucleophilic ;addition of amide to form the C-O bond. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2012.01.015

文献信息

• Takahashi; Koshiro, Chemical and pharmaceutical bulletin, 1959, vol. 7, p. 720,724
  作者：Takahashi、Koshiro

  DOI：——

  日期：——
• Catalyst-free synthesis of coumarin-, quinolone- and pyridine-annulated oxazole derivatives
  作者：K.C. Majumdar、Sintu Ganai、Raj Kumar Nandi、Krishanu Ray

  DOI：10.1016/j.tetlet.2012.01.015

  日期：2012.3

  An efficient approach for the synthesis of coumarin-, quinolone- and pyridine-annulated oxazole derivatives has been achieved by direct base-mediated intramolecular carbon-oxygen bond formation in a transition metal catalyst-free protocol. Intramolecular cyclization of o-bromoamides in DMSO in the presence of Cs2CO3 at 130 degrees C affords heterocycle-annulated oxazole derivatives in high yields via a nucleophilic ;addition of amide to form the C-O bond. (C) 2012 Published by Elsevier Ltd.