5-methoxyquinolin-8-ylboronic acid | 1315322-65-6

• 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: 5-methoxyquinolin-8-ylboronic acid
• 英文别名: (5-Methoxyquinolin-8-yl)boronic acid
• CAS: 1315322-65-6
• 化学式: C₁₀H₁₀BNO₃
• 分子量: 203.005
• InChiKey: SOZNCYNKTYGCOK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.08
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  62.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-methoxyquinolin-8-ylboronic acid 、 2-溴吡啶-4-甲酰胺 在 potassium carbonate 作用下， 以 N,N-二甲基乙酰胺 、 水 为溶剂， 以213 mg的产率得到2-(5-methoxyquinolin-8-yl)isonicotinamide
  参考文献：
  名称：

  Synthesis of 8-Arylquinolines via One-Pot Pd-Catalyzed Borylation of Quinoline-8-yl Halides and Subsequent Suzuki–Miyaura Coupling

  摘要：

  A one-pot process has been developed for the synthesis of 8-arylquinolines via Pd-catalyzed borylation of quinoline-8-yl halides and subsequent Suzuki-Miyaura coupling with aryl halides using n-BuPAd(2) as ligand. Yields of up to 98% were obtained.

  DOI：

  10.1021/jo200904g
• 作为产物：
  描述：

  8-bromo-5-methoxyquinoline 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium acetate 、 联硼酸频那醇酯 、 正丁基二(1-金刚烷基)膦 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 1.0h， 以88%的产率得到5-methoxyquinolin-8-ylboronic acid
  参考文献：
  名称：

  Synthesis of 8-Arylquinolines via One-Pot Pd-Catalyzed Borylation of Quinoline-8-yl Halides and Subsequent Suzuki–Miyaura Coupling

  摘要：

  A one-pot process has been developed for the synthesis of 8-arylquinolines via Pd-catalyzed borylation of quinoline-8-yl halides and subsequent Suzuki-Miyaura coupling with aryl halides using n-BuPAd(2) as ligand. Yields of up to 98% were obtained.

  DOI：

  10.1021/jo200904g

文献信息

• Synthesis of 8-Arylquinolines via One-Pot Pd-Catalyzed Borylation of Quinoline-8-yl Halides and Subsequent Suzuki–Miyaura Coupling
  作者：Yongda Zhang、Joe Gao、Wenjie Li、Heewon Lee、Bruce Z. Lu、Chris H. Senanayake

  DOI：10.1021/jo200904g

  日期：2011.8.5

  A one-pot process has been developed for the synthesis of 8-arylquinolines via Pd-catalyzed borylation of quinoline-8-yl halides and subsequent Suzuki-Miyaura coupling with aryl halides using n-BuPAd(2) as ligand. Yields of up to 98% were obtained.