(E)-3-(1-benzyl-6-oxo-1,3,4,6-tetrahydro-2H-pyrido[1,2-a]pyrimidin-7-yl)acrylic acid ethyl ester | 1161720-51-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-3-(1-benzyl-6-oxo-1,3,4,6-tetrahydro-2H-pyrido[1,2-a]pyrimidin-7-yl)acrylic acid ethyl ester
• 英文别名: ethyl (E)-3-(1-benzyl-6-oxo-3,4-dihydro-2H-pyrido[1,2-a]pyrimidin-7-yl)prop-2-enoate
• CAS: 1161720-51-9
• 化学式: C₂₀H₂₂N₂O₃
• 分子量: 338.406
• InChiKey: XSOOAWXUHAUEDT-ZRDIBKRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-苄基-1,2,3,4-四氢吡啶并[1,2-a]嘧啶-6-酮 、 丙烯酸乙酯 在 palladium diacetate 、 copper(II) acetate monohydrate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 以90%的产率得到(E)-3-(1-benzyl-6-oxo-1,3,4,6-tetrahydro-2H-pyrido[1,2-a]pyrimidin-7-yl)acrylic acid ethyl ester
  参考文献：
  名称：

  Direct and Regioselective C−H Alkenylation of Tetrahydropyrido[1,2-a]pyrimidines

  摘要：

  The electrophilic C-H palladation and Heck-type alkenylation of the tetrahydro[1,2-a]pyrimidine scaffold leads to exclusive formation of the C(7) adducts, and this palladium-catalyzed process is applicable to a broad range of alkenyl components. Mechanistic studies suggest that palladation is selective for C(7), and there was no evidence for C(9) metalation; the latter corresponds to the pathway observed previously with N-methylpyridone.

  DOI：

  10.1021/ol900627q

文献信息

• Direct and Regioselective C−H Alkenylation of Tetrahydropyrido[1,2-<i>a</i>]pyrimidines
  作者：Dachen Cheng、Timothy Gallagher

  DOI：10.1021/ol900627q

  日期：2009.6.18

  The electrophilic C-H palladation and Heck-type alkenylation of the tetrahydro[1,2-a]pyrimidine scaffold leads to exclusive formation of the C(7) adducts, and this palladium-catalyzed process is applicable to a broad range of alkenyl components. Mechanistic studies suggest that palladation is selective for C(7), and there was no evidence for C(9) metalation; the latter corresponds to the pathway observed previously with N-methylpyridone.