tert-butyl 4,6-dichloro-2-methylthiopyrimidine-5-carboxylate | 1192308-10-3

• 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: tert-butyl 4,6-dichloro-2-methylthiopyrimidine-5-carboxylate
• 英文别名: tert-Butyl 4,6-dichloro-2-(methylthio)pyrimidine-5-carboxylate；tert-butyl 4,6-dichloro-2-methylsulfanylpyrimidine-5-carboxylate
• CAS: 1192308-10-3
• 化学式: C₁₀H₁₂Cl₂N₂O₂S
• 分子量: 295.189
• InChiKey: OTHKZGDIOYVFGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  77.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 4,6-dichloro-2-methylthiopyrimidine-5-carboxylate 在 三乙胺 、 间氯过氧苯甲酸 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 tert-butyl 6-benzylamino-4-chloro-2-methylsulfonylpyrimidine-5-carboxylate
  参考文献：
  名称：

  Chemoselective Displacement of Methylsulfinyl Group with Amines to Provide 2-Alkylamino-4,6-disubstituted Pyrimidine-5-carboxylic Acid

  摘要：

  An efficient and rapid method for introducing various kinds of alkylamines at C2 of methyl 6-(benzylamino)-4-chloro-2-(methylsulfinyl)pyrimidine-5-carboxylate using the chemoselective displacement of the methylsulfinyl group (SOMe) against a chlorine atom with amines was investigated. Further transformation led to the synthesis of 2-alkylamino-4,6-disubstituted pyrimidine-5-carboxylic acids that are of biological interest.

  DOI：

  10.3987/com-09-11715
• 作为产物：
  描述：

  乙酰乙酸叔丁酯 、 4,6-二氯-2-甲硫基嘧啶-5-甲酸甲酯 在 硫酸 作用下， 反应 24.0h， 以82%的产率得到tert-butyl 4,6-dichloro-2-methylthiopyrimidine-5-carboxylate
  参考文献：
  名称：

  Chemoselective Displacement of Methylsulfinyl Group with Amines to Provide 2-Alkylamino-4,6-disubstituted Pyrimidine-5-carboxylic Acid

  摘要：

  An efficient and rapid method for introducing various kinds of alkylamines at C2 of methyl 6-(benzylamino)-4-chloro-2-(methylsulfinyl)pyrimidine-5-carboxylate using the chemoselective displacement of the methylsulfinyl group (SOMe) against a chlorine atom with amines was investigated. Further transformation led to the synthesis of 2-alkylamino-4,6-disubstituted pyrimidine-5-carboxylic acids that are of biological interest.

  DOI：

  10.3987/com-09-11715

文献信息

• Chemoselective Displacement of Methylsulfinyl Group with Amines to Provide 2-Alkylamino-4,6-disubstituted Pyrimidine-5-carboxylic Acid
  作者：Shigeki Seto、Yasushi Kohno

  DOI：10.3987/com-09-11715

  日期：——

  An efficient and rapid method for introducing various kinds of alkylamines at C2 of methyl 6-(benzylamino)-4-chloro-2-(methylsulfinyl)pyrimidine-5-carboxylate using the chemoselective displacement of the methylsulfinyl group (SOMe) against a chlorine atom with amines was investigated. Further transformation led to the synthesis of 2-alkylamino-4,6-disubstituted pyrimidine-5-carboxylic acids that are of biological interest.