5-(4-Fluoro-phenyl)-1-methyl-6-oxo-4-pyridin-4-yl-1,6-dihydro-pyrimidine-2-carbonitrile | 502421-32-1

• 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: 5-(4-Fluoro-phenyl)-1-methyl-6-oxo-4-pyridin-4-yl-1,6-dihydro-pyrimidine-2-carbonitrile
• 英文别名: 5-(4-Fluorophenyl)-1-methyl-6-oxo-4-pyridin-4-ylpyrimidine-2-carbonitrile
• CAS: 502421-32-1
• 化学式: C₁₇H₁₁FN₄O
• 分子量: 306.299
• InChiKey: FMSDDXKMQFREPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  69.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙腈 、 5-(4-Fluoro-phenyl)-1-methyl-6-oxo-4-pyridin-4-yl-1,6-dihydro-pyrimidine-2-carbonitrile 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以46%的产率得到[5-(4-Fluoro-phenyl)-1-methyl-6-oxo-4-pyridin-4-yl-1,6-dihydro-pyrimidin-2-yl]-acetonitrile
  参考文献：
  名称：

  Carboncarbon bond construction at the 2-position of polysubstituted pyrimidinones

  摘要：

  A novel synthetic method to introduce a carbon-carbon bond at the 2-position of pyrimidinones via nucleophilic addition of Grignard reagents to 2-cyano pyrimidinones at ambient conditions is disclosed. This unique approach leads to the preparation of such biologically important molecules as polysubstituted pyrimidinones in good to excellent yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02197-4
• 作为产物：
  描述：

  对氟苯乙酸乙酯 在 三乙烯二胺 、 N-甲基吡咯烷酮 、 sodium hydroxide 、 potassium tert-butylate 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 5-(4-Fluoro-phenyl)-1-methyl-6-oxo-4-pyridin-4-yl-1,6-dihydro-pyrimidine-2-carbonitrile
  参考文献：
  名称：

  Carboncarbon bond construction at the 2-position of polysubstituted pyrimidinones

  摘要：

  A novel synthetic method to introduce a carbon-carbon bond at the 2-position of pyrimidinones via nucleophilic addition of Grignard reagents to 2-cyano pyrimidinones at ambient conditions is disclosed. This unique approach leads to the preparation of such biologically important molecules as polysubstituted pyrimidinones in good to excellent yields. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02197-4

文献信息

• Carboncarbon bond construction at the 2-position of polysubstituted pyrimidinones
  作者：Dawei Zhang、Kelvin Sham、Guo-Qiang Cao、Randall Hungate、Celia Dominguez

  DOI：10.1016/s0040-4039(02)02197-4

  日期：2002.12

  A novel synthetic method to introduce a carbon-carbon bond at the 2-position of pyrimidinones via nucleophilic addition of Grignard reagents to 2-cyano pyrimidinones at ambient conditions is disclosed. This unique approach leads to the preparation of such biologically important molecules as polysubstituted pyrimidinones in good to excellent yields. (C) 2002 Elsevier Science Ltd. All rights reserved.