4-oxo-N-(2-(pyridin-2-yl)propan-2-yl)-1,4-dihydropyridine-3-carboxamide | 1620193-92-1

• 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: 4-oxo-N-(2-(pyridin-2-yl)propan-2-yl)-1,4-dihydropyridine-3-carboxamide
• CAS: 1620193-92-1
• 化学式: C₁₄H₁₅N₃O₂
• 分子量: 257.292
• InChiKey: WEAWEGRIFQTFDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.44
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  74.85
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  N-(2-(pyridin-2-yl)propan-2-yl)nicotinamide 在 copper diacetate 、 四丁基碘化铵 、 silver carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以86%的产率得到4-oxo-N-(2-(pyridin-2-yl)propan-2-yl)-1,4-dihydropyridine-3-carboxamide
  参考文献：
  名称：

  Copper-Mediated Hydroxylation of Arenes and Heteroarenes Directed by a Removable Bidentate Auxiliary

  摘要：

  A copper-mediated C-H hydroxylation of arenes and heteroarenes using our newly developed PIP directing group has been developed. This procedure is scalable and compatible with a wide range of functional groups and heteroarenes, providing an operationally simple protocol for the synthesis of o-hydroxybenzamides. The hydroxylation of nicotinamides gave 4-oxo-1,4-dihydropyridine-3-carboxamides selectively. Preliminary mechanistic studies implicate that a basic ligand-enabled, irreversible, rate-determining CMD step is most likely involved in this process.

  DOI：

  10.1021/ol5016064