N-[5-bromo-3-(pyrimidin-5-yl)pyrazin-2-yl]pyridinium aminide | 910791-90-1

• 英文名称: N-[5-bromo-3-(pyrimidin-5-yl)pyrazin-2-yl]pyridinium aminide
• CAS: 910791-90-1
• 化学式: C₁₃H₉BrN₆
• 分子量: 329.159
• InChiKey: ZQLFEXIVURLOFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  N-[5-bromo-3-(pyrimidin-5-yl)pyrazin-2-yl]pyridinium aminide 、 3-噻吩硼酸 在 四(三苯基膦)钯 potassium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 8.0h， 以90%的产率得到N-[3-(pyrimidin-5-yl)-5-(thiophen-3-yl)pyrazin-2-yl]pyridinium aminide
  参考文献：
  名称：

  Suzuki reaction on pyridinium N-haloheteroarylaminides: regioselective synthesis of 3,5-disubstituted 2-aminopyrazines

  摘要：

  An extensive study of Suzuki-Miyaura cross-coupling processes on N-pyridinium bromoazinyl aminides has been performed. Mono- and disubstitution on 5- and 3,5-bromo derivatives produced the corresponding aryl derivatives. In the disubstituted compounds regioselective substitution at the 3-position occurred, vicinal to the aminide nitrogen, and this was more evident in pyrazine derivatives. The commonly used strategy involving N-alkylation and reduction of the N-N bond gave rise to a series of 2-alkylamino-3,5-disubstituted-pyrazines. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.11.057
• 作为产物：
  描述：

  5-嘧啶硼酸 、 N-(3',5'-dibromopyrazin-2'-yl)pyridinium aminide 在 四(三苯基膦)钯 potassium carbonate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 16.0h， 以60%的产率得到N-[5-bromo-3-(pyrimidin-5-yl)pyrazin-2-yl]pyridinium aminide
  参考文献：
  名称：

  Regioselective Suzuki coupling on pyridinium N-(3,5-dibromoheteroar-2-yl)aminides

  摘要：

  A regioselective Suzuki-Miyaura cross-coupling reaction on 3',5'-dibromo pyridinium N-(2'-azinyl)aminides is reported. A series of 3'-aryl(or heteroaryl)-5-bromo-pyridinium N-(2'-pirazinyl)aminides were obtained in good yields. Two isomeric 3',5'-diaryl pyridinium N-(2-azinyl)aminides were also prepared. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.06.097