5-chloro-4-methyl-2-pyrazin-2-yl-1H-pyrimidin-6-one

• 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-chloro-4-methyl-2-pyrazin-2-yl-1H-pyrimidin-6-one
• 化学式: C₉H₇ClN₄O
• 分子量: 222.634
• InChiKey: PXRMPTUIZZEMJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯乙酰乙酸甲酯 、 2-吡嗪脒 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以43%的产率得到5-chloro-4-methyl-2-pyrazin-2-yl-1H-pyrimidin-6-one
  参考文献：
  名称：

  Chemoselective Arylamidine Cyclizations:  Mild Formation of 2-Arylimidazole-4-carboxylic Acids

  摘要：

  A versatile, one-pot synthesis of 2-arylimidazole-4-carboxylic acids from arylamidines and methyl-2-chloroacetoacetate is described. The transformation is chemoselective, and reaction conditions are mild. Moreover, the flexibility of the strategy offers rapid access to two important classes of biaryl compounds, both 2-arylimidazoles and 2-arylpyrimidines, depending simply upon solvent and base selection.

  DOI：

  10.1021/ol0514855

文献信息

• Chemoselective Arylamidine Cyclizations:  Mild Formation of 2-Arylimidazole-4-carboxylic Acids
  作者：Joshua C. Yoburn、Subramanian Baskaran

  DOI：10.1021/ol0514855

  日期：2005.8.1

  A versatile, one-pot synthesis of 2-arylimidazole-4-carboxylic acids from arylamidines and methyl-2-chloroacetoacetate is described. The transformation is chemoselective, and reaction conditions are mild. Moreover, the flexibility of the strategy offers rapid access to two important classes of biaryl compounds, both 2-arylimidazoles and 2-arylpyrimidines, depending simply upon solvent and base selection.