2-phenylimidazo[1,2-a]pyrazin-3-amine dihydrochloride

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-phenylimidazo[1,2-a]pyrazin-3-amine dihydrochloride
• 英文别名: 2-phenyl-3H,7H-imidazo[1,2-a]pyrazin-3-imine hydrochloride；2-phenylimidazo[1,2-a]pyrazin-3-amine;hydrochloride
• 化学式: C₁₂H₁₀N₄*2ClH
• 分子量: 283.16
• InChiKey: ZJTNZLYKDBXWGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氯嘧啶 、 2-phenylimidazo[1,2-a]pyrazin-3-amine dihydrochloride 在 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以78%的产率得到C₁₆H₁₂N₆
  参考文献：
  名称：

  Greater variety in Groebke–Blackburn type 3-arylaminoimidazo[1,2-a]azines accessed via Pd-catalyzed arylation of a primary amine precursor

  摘要：

  The scope of the Groebke-Blackburn reaction of 2-aminoazines is limited by the availability of isocyanides. To prepare the Groebke-Blackburn type 2-phenyl-3-(hetero)arylaminoimidazo[1,2-a]azines, for which the respective (hetero)arylisocyanides are scarce or unavailable, a general Pd-catalyzed protocol has been developed that is useful for the arylation of known 2-phenylimidazo[1,2-a]pyridin-3-amine and 2-phenylimidazo[1,2-a]pyrazin-3-amine with various electron-deficient aryl and heteroaryl halides. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.177
• 作为产物：
  描述：

  2-phenyl-N-(2,4,4-trimethylpentan-2-yl)imidazo[1,2-a]pyrazin-3-amine 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 3.0h， 以89%的产率得到2-phenylimidazo[1,2-a]pyrazin-3-amine dihydrochloride
  参考文献：
  名称：

  Greater variety in Groebke–Blackburn type 3-arylaminoimidazo[1,2-a]azines accessed via Pd-catalyzed arylation of a primary amine precursor

  摘要：

  The scope of the Groebke-Blackburn reaction of 2-aminoazines is limited by the availability of isocyanides. To prepare the Groebke-Blackburn type 2-phenyl-3-(hetero)arylaminoimidazo[1,2-a]azines, for which the respective (hetero)arylisocyanides are scarce or unavailable, a general Pd-catalyzed protocol has been developed that is useful for the arylation of known 2-phenylimidazo[1,2-a]pyridin-3-amine and 2-phenylimidazo[1,2-a]pyrazin-3-amine with various electron-deficient aryl and heteroaryl halides. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.177