2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine | 1147535-04-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine
• 英文别名: Trifluoromethanesulfonic acid 5,6-dimethylpyrazine-2-yl ester；(5,6-dimethylpyrazin-2-yl) trifluoromethanesulfonate
• CAS: 1147535-04-3
• 化学式: C₇H₇F₃N₂O₃S
• 分子量: 256.205
• InChiKey: CSCZBCAZJPVYSO-UHFFFAOYSA-N

物化性质

• 沸点：
  297.5±40.0 °C(Predicted)
• 密度：
  1.508±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine 、 二异丙基锌 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以63%的产率得到2,3-二甲基-5-异丙基吡嗪
  参考文献：
  名称：

  Regioselective Synthesis of Trialkylpyrazines via Nickel-Catalyzed Negishi Cross-Coupling of Pyrazine Triflate

  摘要：

  A regioselective synthesis of trialkylpyrazines via nickel-catalyzed cross-coupling reaction of pyrazine triflate is reported. The 5-substituted 2,3-dimethylpyrazine derivatives including trail pheromone components of the ant Eutetramorium mocquerysi have been successfully synthesized in good yields by nickel-catalyzed Negishi cross-coupling reactions of pyrazine triflate mediated by alkyl and arylzinc halides.

  DOI：

  10.1055/s-0031-1290972
• 作为产物：
  描述：

  三氟甲磺酸酐 、 2,3-二甲基-5-羟基吡嗪 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 2.5h， 以80%的产率得到2,3-dimethyl-5-trifluoromethanesulfonyloxypyrazine
  参考文献：
  名称：

  Regioselective Synthesis of Trialkylpyrazines via Nickel-Catalyzed Negishi Cross-Coupling of Pyrazine Triflate

  摘要：

  A regioselective synthesis of trialkylpyrazines via nickel-catalyzed cross-coupling reaction of pyrazine triflate is reported. The 5-substituted 2,3-dimethylpyrazine derivatives including trail pheromone components of the ant Eutetramorium mocquerysi have been successfully synthesized in good yields by nickel-catalyzed Negishi cross-coupling reactions of pyrazine triflate mediated by alkyl and arylzinc halides.

  DOI：

  10.1055/s-0031-1290972

文献信息

• Regioselective Synthesis of Trialkylpyrazines via Nickel-Catalyzed Negishi Cross-Coupling of Pyrazine Triflate
  作者：Kee-In Lee、Arigala Pitchaiah、In Hwang、Jin-Soo Hwang、Hyungrok Kim

  DOI：10.1055/s-0031-1290972

  日期：2012.6

  A regioselective synthesis of trialkylpyrazines via nickel-catalyzed cross-coupling reaction of pyrazine triflate is reported. The 5-substituted 2,3-dimethylpyrazine derivatives including trail pheromone components of the ant Eutetramorium mocquerysi have been successfully synthesized in good yields by nickel-catalyzed Negishi cross-coupling reactions of pyrazine triflate mediated by alkyl and arylzinc halides.