2,6-di(4-carboxy-1,8-naphthyrid-2-yl)pyridine-4-carboxylic acid | 1029272-39-6

• 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: 2,6-di(4-carboxy-1,8-naphthyrid-2-yl)pyridine-4-carboxylic acid
• 英文别名: 2-[4-Carboxy-6-(4-carboxy-1,8-naphthyridin-2-yl)pyridin-2-yl]-1,8-naphthyridine-4-carboxylic acid；2-[4-carboxy-6-(4-carboxy-1,8-naphthyridin-2-yl)pyridin-2-yl]-1,8-naphthyridine-4-carboxylic acid
• CAS: 1029272-39-6
• 化学式: C₂₄H₁₃N₅O₆
• 分子量: 467.397
• InChiKey: SCHWPUQXNOUIQB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  176
• 氢给体数：
  3
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  [2-(pivaloylamino)pyrid-3-yl]oxoacetic acid ethyl ester 、 methyl 2,6-diacetylisonicotinate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以81%的产率得到2,6-di(4-carboxy-1,8-naphthyrid-2-yl)pyridine-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.