methyl 4-methyl-6-phenyl-2-(phenylethynyl)pyrimidine-5-carboxylate | 1227077-10-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: methyl 4-methyl-6-phenyl-2-(phenylethynyl)pyrimidine-5-carboxylate
• 英文别名: Methyl 4-methyl-6-phenyl-2-(2-phenylethynyl)pyrimidine-5-carboxylate；methyl 4-methyl-6-phenyl-2-(2-phenylethynyl)pyrimidine-5-carboxylate
• CAS: 1227077-10-2
• 化学式: C₂₁H₁₆N₂O₂
• 分子量: 328.37
• InChiKey: YYYMUGLLJPHDJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  52.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-thioxo-4-phenyl-5-methoxycarbonyl-6-methyl-1,2,3,4-tetrahydropyrimidine 在 四(三苯基膦)钯 、 噻吩-2-甲酸亚铜(I) 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 30.0h， 生成 methyl 4-methyl-6-phenyl-2-(phenylethynyl)pyrimidine-5-carboxylate
  参考文献：
  名称：

  化学选择性碳-碳交叉偶联通过二硫键钯催化铜介导的CS切割

  摘要：

  AbstractAn efficient method for carbon‐carbon bond formation is described. The process employs the palladium‐catalyzed copper‐mediated cross‐coupling of diheteroaryl disulfides with arylboronic acids or alkynes to deliver CC coupling products through unreactive CS bond cleavage. The scope of the coupling reactions, including both the disulfides and arylboronic acids or alkynes, are documented.magnified image

  DOI：

  10.1002/adsc.201300776

文献信息

• Efficient Pd-Catalyzed Coupling of Tautomerizable Heterocycles with Terminal Alkynes via C−OH Bond Activation Using PyBrOP
  作者：Ce Shi、Courtney C. Aldrich

  DOI：10.1021/ol100657n

  日期：2010.5.21

  The direct alkynylation of tautomerizable heterocycles is described via a two-step process involving in situ C OH activation with bromotripyrrolidinophosphonium hexafluorophosphate (PyBrOP) followed by Sonogashira coupling with a wide range of alkyl or aryl terminal alkynes using a copper-free system employing PdCl2(CH3CN)(2) and 2-(dicyclohexylphosphino)biphenyl.
• Chemoselective Carbon-Carbon Cross-Coupling<i>via</i>Palladium-Catalyzed Copper-Mediated CS Cleavage of Disulfides
  作者：Zheng-Jun Quan、Ying Lv、Fu-Qiang Jing、Xiao-Dong Jia、Cong-De Huo、Xi-Cun Wang

  DOI：10.1002/adsc.201300776

  日期：2014.2.10

  AbstractAn efficient method for carbon‐carbon bond formation is described. The process employs the palladium‐catalyzed copper‐mediated cross‐coupling of diheteroaryl disulfides with arylboronic acids or alkynes to deliver CC coupling products through unreactive CS bond cleavage. The scope of the coupling reactions, including both the disulfides and arylboronic acids or alkynes, are documented.magnified image