4-methoxy-5-(4-methoxycarbonylphenyl)-3-(4-methoxyphenyl)ethynyl-1-methylpyridin-2(1H)-one | 1073128-16-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-methoxy-5-(4-methoxycarbonylphenyl)-3-(4-methoxyphenyl)ethynyl-1-methylpyridin-2(1H)-one
• 英文别名: Methyl 4-[4-methoxy-5-[2-(4-methoxyphenyl)ethynyl]-1-methyl-6-oxopyridin-3-yl]benzoate
• CAS: 1073128-16-1
• 化学式: C₂₄H₂₁NO₅
• 分子量: 403.434
• InChiKey: JXUZQDKGNFFJIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-iodo-4-methoxy-5-(4-methoxycarbonylphenyl)-1-methylpyridin-2(1H)-one 、 4-甲氧基苯硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 140.0h， 以52%的产率得到7-(4-methoxycarbonylphenyl)-2-(4-methoxyphenyl)-5-methylfuro[3,2-c]pyridin-4(5H)-one
  参考文献：
  名称：

  Et₃N-Induced Demethylation−Annulation of 3-Alkynyl-4-methoxy-2-pyridones and Structurally Related Compounds in the Synthesis of Furan-Fused Heterocycles

  摘要：

  Various 3-iodo-4-methoxypyridin-2-ones and related pyrone and coumarin derivatives have been demonstrated as readily available precursors of 2-substituted furan-fused heterocycles by means of in situ sequential Sonogashira-acetylide coupling. dealkylation, and regioselective furan annulation reactions. A Et3N-induced S(N)2 process has been established that accounts for the dealkylation process.

  DOI：

  10.1021/jo8014038

文献信息

• Et₃N-Induced Demethylation−Annulation of 3-Alkynyl-4-methoxy-2-pyridones and Structurally Related Compounds in the Synthesis of Furan-Fused Heterocycles
  作者：David Conreaux、Sébastien Belot、Philippe Desbordes、Nuno Monteiro、Geneviève Balme

  DOI：10.1021/jo8014038

  日期：2008.11.7

  Various 3-iodo-4-methoxypyridin-2-ones and related pyrone and coumarin derivatives have been demonstrated as readily available precursors of 2-substituted furan-fused heterocycles by means of in situ sequential Sonogashira-acetylide coupling. dealkylation, and regioselective furan annulation reactions. A Et3N-induced S(N)2 process has been established that accounts for the dealkylation process.