N-(quinolin-3-yl)cyclopropanecarboximidamide | 1339547-05-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-(quinolin-3-yl)cyclopropanecarboximidamide
• 英文别名: N'-quinolin-3-ylcyclopropanecarboximidamide
• CAS: 1339547-05-5
• 化学式: C₁₃H₁₃N₃
• 分子量: 211.266
• InChiKey: YDFHLAXAKRAPGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-溴喹啉 、 环丙甲脒盐酸盐 在 tris-(dibenzylideneacetone)dipalladium(0) 、 2-二叔丁基膦-2′,4′,6′-三异丙基-3,6-二甲氧基-1,1′-联苯 、 caesium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 2.02h， 以78%的产率得到N-(quinolin-3-yl)cyclopropanecarboximidamide
  参考文献：
  名称：

  Palladium-Catalyzed N-Monoarylation of Amidines and a One-Pot Synthesis of Quinazoline Derivatives

  摘要：

  A method for the Pd-catalyzed N-arylation of both aryl and alkyl amidines with a wide range of aryl bromides, chlorides, and triflates is described. The reactions proceed in short reaction times and with excellent selectivity for monoarylation. A one-pot synthesis of quinazoline derivatives, via addition of an aldehyde to the crude reaction mixture following Pd-catalyzed N-arylation, is also demonstrated.

  DOI：

  10.1021/ol301700y

文献信息

• Palladium-Catalyzed N-Monoarylation of Amidines and a One-Pot Synthesis of Quinazoline Derivatives
  作者：Meredeth A. McGowan、Camille Z. McAvoy、Stephen L. Buchwald

  DOI：10.1021/ol301700y

  日期：2012.7.20

  A method for the Pd-catalyzed N-arylation of both aryl and alkyl amidines with a wide range of aryl bromides, chlorides, and triflates is described. The reactions proceed in short reaction times and with excellent selectivity for monoarylation. A one-pot synthesis of quinazoline derivatives, via addition of an aldehyde to the crude reaction mixture following Pd-catalyzed N-arylation, is also demonstrated.