4-(3-(2-methoxypyridin-3-yl)-3-oxopropanoyl)benzonitrile | 884501-81-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-(3-(2-methoxypyridin-3-yl)-3-oxopropanoyl)benzonitrile
• 英文别名: 4-[3-(2-Methoxypyridin-3-yl)-3-oxopropanoyl]benzonitrile
• CAS: 884501-81-9
• 化学式: C₁₆H₁₂N₂O₃
• 分子量: 280.283
• InChiKey: NWAWAUOICFFPAF-UHFFFAOYSA-N

物化性质

• 沸点：
  520.5±50.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(3-(2-methoxypyridin-3-yl)-3-oxopropanoyl)benzonitrile 在 吡啶盐酸盐 作用下， 以52%的产率得到4-(4-oxo-4H-pyrano[2,3-b]pyridin-2-yl)benzonitrile
  参考文献：
  名称：

  Synthesis of 2-aryl-4H-pyrano[2,3-b]pyridin-4-ones by a one-pot deprotection–cyclization reaction

  摘要：

  An efficient synthesis of 2-aryl-4H-pyrano[2,3-b]pyridine-4-ones is reported, using a one-pot, two step process in the presence of pyridinium hydrochloride. The methodology is compatible with a series of functional groups useful for the synthesis of second generation analogs, as part of our SAR program. In addition, the method proved to be scalable (>100 g), allowing for efficient synthesis of material to support animal studies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.062
• 作为产物：
  描述：

  2-甲氧基烟酸甲酯吡啶 、 对氰基苯乙酮 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.5h， 以41%的产率得到4-(3-(2-methoxypyridin-3-yl)-3-oxopropanoyl)benzonitrile
  参考文献：
  名称：

  Synthesis of 2-aryl-4H-pyrano[2,3-b]pyridin-4-ones by a one-pot deprotection–cyclization reaction

  摘要：

  An efficient synthesis of 2-aryl-4H-pyrano[2,3-b]pyridine-4-ones is reported, using a one-pot, two step process in the presence of pyridinium hydrochloride. The methodology is compatible with a series of functional groups useful for the synthesis of second generation analogs, as part of our SAR program. In addition, the method proved to be scalable (>100 g), allowing for efficient synthesis of material to support animal studies. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.06.062

文献信息

• Synthesis of 2-aryl-4H-pyrano[2,3-b]pyridin-4-ones by a one-pot deprotection–cyclization reaction
  作者：Vladimir Khlebnikov、Kalpesh Patel、Xiaojian Zhou、M. Madhava Reddy、Zhuoyi Su、Fabrizio S. Chiacchia、Henrik C. Hansen

  DOI：10.1016/j.tet.2009.06.062

  日期：2009.8

  An efficient synthesis of 2-aryl-4H-pyrano[2,3-b]pyridine-4-ones is reported, using a one-pot, two step process in the presence of pyridinium hydrochloride. The methodology is compatible with a series of functional groups useful for the synthesis of second generation analogs, as part of our SAR program. In addition, the method proved to be scalable (>100 g), allowing for efficient synthesis of material to support animal studies. (C) 2009 Elsevier Ltd. All rights reserved.