α-(N,N-diethylamino)-β-oxo-4-pyridinepropanenitrile

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: α-(N,N-diethylamino)-β-oxo-4-pyridinepropanenitrile
• 英文别名: 2-(Diethylamino)-3-oxo-3-pyridin-4-ylpropanenitrile；2-(diethylamino)-3-oxo-3-pyridin-4-ylpropanenitrile
• 化学式: C₁₂H₁₅N₃O
• 分子量: 217.271
• InChiKey: KWUUWNPWBCXHDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-(N,N-diethylamino)-β-oxo-4-pyridinepropanenitrile 在 sodium hypochlorite 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 N,N-diethyl α-oxo-4-pyridineacetamide
  参考文献：
  名称：

  A Strategy for the Synthesis of Aryl α-Ketoamides Based upon the Acylation of Anions Derived from Cyanomethylamines Followed by Oxidative Cleavage

  摘要：

  [GRAPHICS]Cyanomethylamines, prepared by alkylation of amines with chloroacetonitrile, were deprotonated using NaHDMS in THF, reacted with heteroaryl or substitutedphenyl esters, and then oxidized by adding Clorox(TM) to afford aryl alpha-ketoamides in a single operation In good overall yields.

  DOI：

  10.1021/ol010297l
• 作为产物：
  描述：

  异烟酸甲酯 、 N,N-二乙基氰乙酰胺 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以76%的产率得到α-(N,N-diethylamino)-β-oxo-4-pyridinepropanenitrile
  参考文献：
  名称：

  A Strategy for the Synthesis of Aryl α-Ketoamides Based upon the Acylation of Anions Derived from Cyanomethylamines Followed by Oxidative Cleavage

  摘要：

  [GRAPHICS]Cyanomethylamines, prepared by alkylation of amines with chloroacetonitrile, were deprotonated using NaHDMS in THF, reacted with heteroaryl or substitutedphenyl esters, and then oxidized by adding Clorox(TM) to afford aryl alpha-ketoamides in a single operation In good overall yields.

  DOI：

  10.1021/ol010297l