Methyl 4-[7-(4-methoxyphenyl)-5-methyl-6-oxofuro[3,2-c]pyridin-2-yl]benzoate | 1169878-24-3

• 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: Methyl 4-[7-(4-methoxyphenyl)-5-methyl-6-oxofuro[3,2-c]pyridin-2-yl]benzoate
• 英文别名: methyl 4-[7-(4-methoxyphenyl)-5-methyl-6-oxofuro[3,2-c]pyridin-2-yl]benzoate
• CAS: 1169878-24-3
• 化学式: C₂₃H₁₉NO₅
• 分子量: 389.408
• InChiKey: QTFUWNBBJGEJAC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  5-iodo-4-methoxy-3-(4-methoxyphenyl)-1-methylpyridin-2(1H)-one 、 4-乙炔基苯甲酸甲酯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.5h， 以93%的产率得到Methyl 4-[7-(4-methoxyphenyl)-5-methyl-6-oxofuro[3,2-c]pyridin-2-yl]benzoate
  参考文献：
  名称：

  A convenient access to furo[3,2-c]pyridin-6(5H)-ones by the reaction of 5-iodo-4-methoxy-2-pyridones with terminal alkynes under microwave-enhanced Sonogashira conditions

  摘要：

  N-Alkyl-3-aryl-5-iodo-4-methoxypyridin-2(1H)-ones readily undergo sequential acetylide cross-coupling, demethylation, and furan annulation under classical Sonogashira reaction conditions to furnish 7-arylfuro[3,2-c]pyridin-4(5H)-ones, a class of hitherto unknown compounds, in a one-pot operation. Microwave irradiation was found to significantly reduce reaction times and to allow lower catalysts and reagent loadings. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.073

文献信息

• A convenient access to furo[3,2-c]pyridin-6(5H)-ones by the reaction of 5-iodo-4-methoxy-2-pyridones with terminal alkynes under microwave-enhanced Sonogashira conditions
  作者：David Conreaux、Thierry Delaunay、Philippe Desbordes、Nuno Monteiro、Geneviève Balme

  DOI：10.1016/j.tetlet.2009.02.073

  日期：2009.7

  N-Alkyl-3-aryl-5-iodo-4-methoxypyridin-2(1H)-ones readily undergo sequential acetylide cross-coupling, demethylation, and furan annulation under classical Sonogashira reaction conditions to furnish 7-arylfuro[3,2-c]pyridin-4(5H)-ones, a class of hitherto unknown compounds, in a one-pot operation. Microwave irradiation was found to significantly reduce reaction times and to allow lower catalysts and reagent loadings. (C) 2009 Elsevier Ltd. All rights reserved.