N-[3-bromo-5-(4-bromo-3,5-dimethylphenyl)pyridin-2-yl]pyridinium aminide | 1224592-61-3

• 英文名称: N-[3-bromo-5-(4-bromo-3,5-dimethylphenyl)pyridin-2-yl]pyridinium aminide
• CAS: 1224592-61-3
• 化学式: C₁₈H₁₅Br₂N₃
• 分子量: 433.145
• InChiKey: JWAZDFWMHSVERB-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

• 作为产物：
  描述：

  N-[5-(3,5-dimethylphenyl)pyridin-2-yl]pyridinium aminide 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 二氯甲烷 为溶剂， 生成 N-[3-bromo-5-(3,5-dimethylphenyl)pyridin-2-yl]pyridinium aminide 、 N-[3-bromo-5-(4-bromo-3,5-dimethylphenyl)pyridin-2-yl]pyridinium aminide
  参考文献：
  名称：

  Pd-catalyzed reactions on pyridinium N-heteroarylaminides. Step-by-step synthesis of 3,5-unsymmetrically disubstituted 2-aminopyridines

  摘要：

  Suzuki-Miyaura cross-coupling processes on N-pyridinium bromoazinyl aminides allow access to 3,5-disubstituted N-alkyl-2-aminopyridines The synthetic pathway involves a regioselective brommation of pyridinum N-(pyridin-2-yl)aminide and a subsequent reaction with boronic acids to afford monosubstituted aminides in good yields An additional brommation in the 5-position of the pyridine ring followed by a coupling reaction gives pyridinium N-(3,5-diarylpyridin-2-yl)aminides Finally, a regioselective alkylation on the exo-nitrogen and reduction of the N-N bond yields highly substituted 2-aminopyridines (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.02.036