ethyl 1-amino-2,7-naphthyridine-4-carboxylate | 1609558-86-2

• 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: ethyl 1-amino-2,7-naphthyridine-4-carboxylate
• 英文别名: Ethyl 1-amino-2,7-naphthyridine-4-carboxylate
• CAS: 1609558-86-2
• 化学式: C₁₁H₁₁N₃O₂
• 分子量: 217.227
• InChiKey: SMUCCMUUGBSWHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  78.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-氰基-4-氟吡啶 在 ammonium acetate 、 水 、 sodium hydride 、 溶剂黄146 、 lithium chloride 作用下， 以 四氢呋喃 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.17h， 生成 ethyl 1-amino-2,7-naphthyridine-4-carboxylate
  参考文献：
  名称：

  A Versatile Annulation Route to Primary-Amino-Substituted Naphthyridine Esters

  摘要：

  A straightforward four-step synthesis of primary-amino-substituted naphthyridine esters from commercially available cyanopyridines was described. The route makes use of a condensation reaction between pyridinyl acetates with N,N-dimethylformamide dimethylacetal (DMF-DMA) to form ortho-cyano vinylogous carbamates. These intermediates can undergo facile cyclization with ammonium acetate in acetic acid to generate the corresponding naphthyridine esters in good synthetic yields. The synthesis of primary-amino-substituted 7-azaquinoxaline was also described.

  DOI：

  10.1055/s-0033-1340111

文献信息

• A Versatile Annulation Route to Primary-Amino-Substituted Naphthyridine Esters
  作者：Chudi Ndubaku、Jinhua Chen、Zijin Xu、Tao Wang、Joseph Lyssikatos

  DOI：10.1055/s-0033-1340111

  日期：——

  A straightforward four-step synthesis of primary-amino-substituted naphthyridine esters from commercially available cyanopyridines was described. The route makes use of a condensation reaction between pyridinyl acetates with N,N-dimethylformamide dimethylacetal (DMF-DMA) to form ortho-cyano vinylogous carbamates. These intermediates can undergo facile cyclization with ammonium acetate in acetic acid to generate the corresponding naphthyridine esters in good synthetic yields. The synthesis of primary-amino-substituted 7-azaquinoxaline was also described.