N-(2-chloropyridin-3-yl)quinazolin-4-amine | 1245798-43-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(2-chloropyridin-3-yl)quinazolin-4-amine
• CAS: 1245798-43-9
• 化学式: C₁₃H₉ClN₄
• 分子量: 256.694
• InChiKey: ITYDFMIFEROPHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-chloropyridin-3-yl)quinazolin-4-amine 在 copper(l) iodide 、 caesium carbonate 作用下， 以 乙二醇二甲醚 为溶剂， 反应 8.0h， 以55%的产率得到pyrido[3',2':4,5]imidazo[1,2-c]quinazoline
  参考文献：
  名称：

  Synthesis of new tetracyclic azaheteroaromatic cores via auto-tandem Pd-catalyzed and one-pot Pd- and Cu-catalyzed double C–N bond formation

  摘要：

  Inter- and intramolecular transition metal-catalyzed amination of 2-chloro-3-iodopyridine and 2,3-dibromopyridine, respectively, with benzodiazinamines yielded six hitherto unknown tetracyclic azaheteroaromatic cores. C-N bond formation was achieved via auto-tandem (Pd-catalyst) as well as one-pot (sequential use of a Pd- and Cu-catalyst) catalysis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.038
• 作为产物：
  描述：

  4-氨基喹唑啉 、 2-氯-3-碘吡啶 在 palladium diacetate 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 甲苯 为溶剂， 反应 17.0h， 以92%的产率得到N-(2-chloropyridin-3-yl)quinazolin-4-amine
  参考文献：
  名称：

  Synthesis of new tetracyclic azaheteroaromatic cores via auto-tandem Pd-catalyzed and one-pot Pd- and Cu-catalyzed double C–N bond formation

  摘要：

  Inter- and intramolecular transition metal-catalyzed amination of 2-chloro-3-iodopyridine and 2,3-dibromopyridine, respectively, with benzodiazinamines yielded six hitherto unknown tetracyclic azaheteroaromatic cores. C-N bond formation was achieved via auto-tandem (Pd-catalyst) as well as one-pot (sequential use of a Pd- and Cu-catalyst) catalysis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.06.038

文献信息

• Synthesis of new tetracyclic azaheteroaromatic cores via auto-tandem Pd-catalyzed and one-pot Pd- and Cu-catalyzed double C–N bond formation
  作者：Tom R.M. Rauws、Claudio Biancalani、Joris W. De Schutter、Bert U.W. Maes

  DOI：10.1016/j.tet.2010.06.038

  日期：2010.8

  Inter- and intramolecular transition metal-catalyzed amination of 2-chloro-3-iodopyridine and 2,3-dibromopyridine, respectively, with benzodiazinamines yielded six hitherto unknown tetracyclic azaheteroaromatic cores. C-N bond formation was achieved via auto-tandem (Pd-catalyst) as well as one-pot (sequential use of a Pd- and Cu-catalyst) catalysis. (C) 2010 Elsevier Ltd. All rights reserved.