2-(4-carboxypyrid-2-yl)-1,8-naphthyridine-4-carboxylic acid | 918545-74-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(4-carboxypyrid-2-yl)-1,8-naphthyridine-4-carboxylic acid
• 英文别名: 2-(4-Carboxypyridin-2-yl)-1,8-naphthyridine-4-carboxylic acid；2-(4-carboxypyridin-2-yl)-1,8-naphthyridine-4-carboxylic acid
• CAS: 918545-74-1
• 化学式: C₁₅H₉N₃O₄
• 分子量: 295.254
• InChiKey: WBKKCDRMLRIRPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  [2-(pivaloylamino)pyrid-3-yl]oxoacetic acid ethyl ester 、 2-乙酰异烟酸乙酯 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以81 mg的产率得到2-(4-carboxypyrid-2-yl)-1,8-naphthyridine-4-carboxylic acid
  参考文献：
  名称：

  Direct Access to 4-Carboxy-1,8-naphthyridines and Related Compounds through Pfitzinger-Type Chemistry

  摘要：

  The 4-carboxy-1,8-naphthyrid-2-yl moiety is a useful ligand component in that it promotes lower energy electronic absorption in its metal complexes and also provides a useful tether for anchoring the ligand to a semiconductor surface. The synthon [2-(pivaloylamino)pyrid-3-yl]oxoacetic acid ethyl ester can be easily obtained in two steps from 2-aminopyridine. The Pfitzinger-type condensation of this molecule with a 2-acetylazaaromatic species in ethanolic KOH, after acidification, directly provides bi- and tridentate ligands containing the 4-carboxy-1,8-naphthyrid-2-yl moiety.

  DOI：

  10.1021/jo800456r

文献信息

• Direct Access to 4-Carboxy-1,8-naphthyridines and Related Compounds through Pfitzinger-Type Chemistry
  作者：Ruifa Zong、Hui Zhou、Randolph P. Thummel

  DOI：10.1021/jo800456r

  日期：2008.6.1

  The 4-carboxy-1,8-naphthyrid-2-yl moiety is a useful ligand component in that it promotes lower energy electronic absorption in its metal complexes and also provides a useful tether for anchoring the ligand to a semiconductor surface. The synthon [2-(pivaloylamino)pyrid-3-yl]oxoacetic acid ethyl ester can be easily obtained in two steps from 2-aminopyridine. The Pfitzinger-type condensation of this molecule with a 2-acetylazaaromatic species in ethanolic KOH, after acidification, directly provides bi- and tridentate ligands containing the 4-carboxy-1,8-naphthyrid-2-yl moiety.