Ethyl 2-(3-cyanopyrazin-2-YL)acetate | 1609558-98-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: Ethyl 2-(3-cyanopyrazin-2-YL)acetate
• CAS: 1609558-98-6
• 化学式: C₉H₉N₃O₂
• 分子量: 191.189
• InChiKey: JCNWSIZOEFVXNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  75.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Ethyl 2-(3-cyanopyrazin-2-YL)acetate 在 ammonium acetate 、 溶剂黄146 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 Ethyl 5-aminopyrido[3,4-B]pyrazine-8-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
• 作为产物：
  描述：

  Diethyl 2-(3-cyanopyrazin-2-yl)propanedioate 在 lithium chloride 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 生成 Ethyl 2-(3-cyanopyrazin-2-YL)acetate
  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