2-Methyl-6,7-dihydro-5H-cyclopentapyrimidin-4-(3H)-thion | 22126-22-3

• 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: 2-Methyl-6,7-dihydro-5H-cyclopentapyrimidin-4-(3H)-thion
• 英文别名: 2-methyl-3,5,6,7-tetrahydro-cyclopentapyrimidine-4-thione；2-Methyl-1,5,6,7-tetrahydrocyclopenta[d]pyrimidine-4-thione
• CAS: 22126-22-3
• 化学式: C₈H₁₀N₂S
• 分子量: 166.247
• InChiKey: GXQMNTDEPAOBRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Methyl-6,7-dihydro-5H-cyclopentapyrimidin-4-(3H)-thion 、 Langlois reagent 在 叔丁基过氧化氢 、 铜 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 2.0h， 以75%的产率得到2-methyl-4-((trifluoromethyl)thio)-6,7-dihydro-5H-cyclopenta[d]pyrimidine
  参考文献：
  名称：

  Chemoselective Perfluoromethylation of Thio- and Selenoamides

  摘要：

  A chemo- and regioselective perfluoromethylation using thioamides/selenoamides (prepared one step from corresponding lactams) as starting materials has been discovered. The reaction demonstrated complementary chemoselectivity to the C-H trifluoromethylation of (hetero)arenes as well as remarkable functional group compatibility especially toward radical sensitive olefin-, alkyne-, and arylhalide-bearing substrates. The examples of perfluorothio-/selenolated drug molecules indicated application potential of this strategy in drug modification and drug-analogue preparation.

  DOI：

  10.1021/acs.orglett.0c03241
• 作为产物：
  描述：

  7-甲基吲哚-3-乙腈 在 硫脲 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以61%的产率得到2-Methyl-6,7-dihydro-5H-cyclopentapyrimidin-4-(3H)-thion
  参考文献：
  名称：

  Chemoselective Perfluoromethylation of Thio- and Selenoamides

  摘要：

  A chemo- and regioselective perfluoromethylation using thioamides/selenoamides (prepared one step from corresponding lactams) as starting materials has been discovered. The reaction demonstrated complementary chemoselectivity to the C-H trifluoromethylation of (hetero)arenes as well as remarkable functional group compatibility especially toward radical sensitive olefin-, alkyne-, and arylhalide-bearing substrates. The examples of perfluorothio-/selenolated drug molecules indicated application potential of this strategy in drug modification and drug-analogue preparation.

  DOI：

  10.1021/acs.orglett.0c03241