ethyl 4-(2-(cyclohex-1-en-1-ylethynyl)quinolin-3-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate | 1280722-19-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 4-(2-(cyclohex-1-en-1-ylethynyl)quinolin-3-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• 英文别名: ethyl 4-[2-[2-(cyclohexen-1-yl)ethynyl]quinolin-3-yl]-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
• CAS: 1280722-19-1
• 化学式: C₂₅H₂₅N₃O₃
• 分子量: 415.492
• InChiKey: STFLSSKGRUJNRP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  80.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-乙炔基环己烷 、 乙酰乙酸乙酯 、 2-iodoquinoline-3-carbaldehyde 、 尿素 在 亚磷酸 、 四氢吡咯 、 bis-triphenylphosphine-palladium(II) chloride 作用下， 反应 3.0h， 以82%的产率得到ethyl 4-(2-(cyclohex-1-en-1-ylethynyl)quinolin-3-yl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  Biginelli reaction beyond three-component limit: synthesis of functionalized pyrimidinones via a one-pot Biginelli-Pd mediated C–C coupling strategy

  摘要：

  A new and one-pot synthesis of novel alkynyl/alkenyl/aryl (hetero)aryl substituted 3,4-dihydropyrimidin-2(1H)-one derivatives has been developed via a multi-component reaction involving sequential phosphorus acid-mediated solvent-free Biginelli followed by copper-free Sonogashira or Heck or Suzuki reaction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.015

文献信息

• Biginelli reaction beyond three-component limit: synthesis of functionalized pyrimidinones via a one-pot Biginelli-Pd mediated C–C coupling strategy
  作者：P. Mahesh Kumar、K. Siva Kumar、Srinivas Reddy Poreddy、Pradeep Kumar Mohakhud、K. Mukkanti、Manojit Pal

  DOI：10.1016/j.tetlet.2011.01.015

  日期：2011.3

  A new and one-pot synthesis of novel alkynyl/alkenyl/aryl (hetero)aryl substituted 3,4-dihydropyrimidin-2(1H)-one derivatives has been developed via a multi-component reaction involving sequential phosphorus acid-mediated solvent-free Biginelli followed by copper-free Sonogashira or Heck or Suzuki reaction. (C) 2011 Elsevier Ltd. All rights reserved.