ethyl N-pyrimidin-5-yloxyacetimidate | 1236291-56-7

• 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 N-pyrimidin-5-yloxyacetimidate
• 英文别名: ethyl N-pyrimidin-5-yloxyethanimidate
• CAS: 1236291-56-7
• 化学式: C₈H₁₁N₃O₂
• 分子量: 181.194
• InChiKey: PEISLKYZPMYGPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.23
• 重原子数：
  13.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  56.6
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  5-溴嘧啶 、 乙酰羟肟酸乙酯 在 bis(η3-allyl-μ-chloropalladium(II)) 、 2-二叔丁基膦-2′,4′,6′-三异丙基-3,6-二甲氧基-1,1′-联苯 、 caesium carbonate 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以90%的产率得到ethyl N-pyrimidin-5-yloxyacetimidate
  参考文献：
  名称：

  Pd-Catalyzed O-Arylation of Ethyl Acetohydroximate: Synthesis of O-Arylhydroxylamines and Substituted Benzofurans

  摘要：

  An efficient Pd catalyst for the O-arylation of ethyl acetohydroximate with aryl chlorides, bromides, and iodides has been developed. Ethyl acetohydroximate serves as an efficient hydroxylamine equivalent for C-O cross-coupling, thereby allowing for the preparation of O-arylhydroxylamines from simple aryl halides. Short reaction times and broad substrate scope, including heteroaryl coupling partners, allow access to O-arylhydroxylamines that would be difficult to prepare in a single step by traditional methods. Moreover, the O-arylated products so formed can be directly transformed into substituted benzofurans in a single operation.

  DOI：

  10.1021/ja1044874