8-(2-chlorophenyl-6-methoxyphenyl)-2-methoxy-1,5-naphthyridine | 1217296-49-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 8-(2-chlorophenyl-6-methoxyphenyl)-2-methoxy-1,5-naphthyridine
• 英文别名: 8-(2-Chloro-6-methoxyphenyl)-2-methoxy-1,5-naphthyridine；8-(2-chloro-6-methoxyphenyl)-2-methoxy-1,5-naphthyridine
• CAS: 1217296-49-5
• 化学式: C₁₆H₁₃ClN₂O₂
• 分子量: 300.744
• InChiKey: MUNUEAXAAWYWAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  8-(2-chlorophenyl-6-methoxyphenyl)-2-methoxy-1,5-naphthyridine 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以94%的产率得到8-(2-chloro-4-methoxyphenyl)-1,5-naphthyrid-2(1H)-one
  参考文献：
  名称：

  Two-Step Total Syntheses of Canthin-6-one Alkaloids: New One-Pot Sequential Pd-Catalyzed Suzuki−Miyaura Coupling and Cu-Catalyzed Amidation Reaction

  摘要：

  Canthin-6-one (1) and nine analogues Including the naturally occurring 9-methoxycanthin-6-one (2) and amaroridine (3) are prepared rapidly and in high yields via a convergent "non-classical" strategy that focuses on construction of the central ring B. The strategy relies on concomitant Pd-catalyzed Suzuki-Miyaura C-C coupling followed by a Cu-catalyzed C-N coupling that can be achieved either stepwise or in a new one-pot protocol starting from the appropriate 8-bromo-1,5-naphthyridine.

  DOI：

  10.1021/ol100300s
• 作为产物：
  描述：

  8-溴-2-甲氧基-1,5-萘啶 、 2-氯-6-甲氧基苯硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以85%的产率得到8-(2-chlorophenyl-6-methoxyphenyl)-2-methoxy-1,5-naphthyridine
  参考文献：
  名称：

  Two-Step Total Syntheses of Canthin-6-one Alkaloids: New One-Pot Sequential Pd-Catalyzed Suzuki−Miyaura Coupling and Cu-Catalyzed Amidation Reaction

  摘要：

  Canthin-6-one (1) and nine analogues Including the naturally occurring 9-methoxycanthin-6-one (2) and amaroridine (3) are prepared rapidly and in high yields via a convergent "non-classical" strategy that focuses on construction of the central ring B. The strategy relies on concomitant Pd-catalyzed Suzuki-Miyaura C-C coupling followed by a Cu-catalyzed C-N coupling that can be achieved either stepwise or in a new one-pot protocol starting from the appropriate 8-bromo-1,5-naphthyridine.

  DOI：

  10.1021/ol100300s

文献信息

• Two-Step Total Syntheses of Canthin-6-one Alkaloids: New One-Pot Sequential Pd-Catalyzed Suzuki−Miyaura Coupling and Cu-Catalyzed Amidation Reaction
  作者：Andreas Gollner、Panayiotis A. Koutentis

  DOI：10.1021/ol100300s

  日期：2010.3.19

  Canthin-6-one (1) and nine analogues Including the naturally occurring 9-methoxycanthin-6-one (2) and amaroridine (3) are prepared rapidly and in high yields via a convergent "non-classical" strategy that focuses on construction of the central ring B. The strategy relies on concomitant Pd-catalyzed Suzuki-Miyaura C-C coupling followed by a Cu-catalyzed C-N coupling that can be achieved either stepwise or in a new one-pot protocol starting from the appropriate 8-bromo-1,5-naphthyridine.