3-chloro-N-phenylpyridin-4-amine | 1313869-88-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-chloro-N-phenylpyridin-4-amine
• CAS: 1313869-88-3
• 化学式: C₁₁H₉ClN₂
• 分子量: 204.659
• InChiKey: SNRJCWQLJFAKQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-chloro-N-phenylpyridin-4-amine 在 potassium tert-butylate 、 氨 作用下， 反应 1.0h， 以72%的产率得到5H-吡啶并[4,3-b]吲哚
  参考文献：
  名称：

  Synthesis of Carbolines by Photostimulated Cyclization of Anilinohalopyridines

  摘要：

  A general synthetic route to prepare all four carboline regioisomers by photo stimulated cyclization of anilinohalopyridines is described. The methodology affords various substituted carbolines in good to excellent yields. In the case of alpha-carbolines, the S(RN)1 methodology complements previously reported palladium-catalyzed cyclization approaches.

  DOI：

  10.1021/jo200923n
• 作为产物：
  描述：

  3,4-二氯吡啶 、 苯胺 在 palladium diacetate 、 三苯基膦 、 sodium t-butanolate 作用下， 以65%的产率得到3-chloro-N-phenylpyridin-4-amine
  参考文献：
  名称：

  Synthesis of Carbolines by Photostimulated Cyclization of Anilinohalopyridines

  摘要：

  A general synthetic route to prepare all four carboline regioisomers by photo stimulated cyclization of anilinohalopyridines is described. The methodology affords various substituted carbolines in good to excellent yields. In the case of alpha-carbolines, the S(RN)1 methodology complements previously reported palladium-catalyzed cyclization approaches.

  DOI：

  10.1021/jo200923n

文献信息

• Rearrangement of 4-Amino-3-halo-pyridines by Nucleophilic Aromatic Substitution
  作者：Matthäus Getlik、Brian J. Wilson、M. Monzur Morshed、Iain D. G. Watson、Doris Tang、Pandiaraju Subramanian、Rima Al-awar

  DOI：10.1021/jo4003773

  日期：2013.6.7

  triethylamine is described. The pyridin-4-yl α-substituted acetamide products were obtained in moderate to high yields. The presented rearrangement reaction, in which the presumed N-acylated intermediate reacts intramolecularly via nucleophilic aromatic substitution, results in a formal two-carbon insertion.

  描述了3-卤代-4-氨基吡啶与酰氯和三乙胺的反应。以中等至高产率获得吡啶-4-基α-取代的乙酰胺产物。提出的重排反应，其中假定的N-酰化的中间体通过亲核芳香族取代在分子内发生反应，导致形成正式的两碳插入。
• Synthesis of Carbolines by Photostimulated Cyclization of Anilinohalopyridines
  作者：Joydev K. Laha、Silvia M. Barolo、Roberto A. Rossi、Gregory D. Cuny

  DOI：10.1021/jo200923n

  日期：2011.8.5

  A general synthetic route to prepare all four carboline regioisomers by photo stimulated cyclization of anilinohalopyridines is described. The methodology affords various substituted carbolines in good to excellent yields. In the case of alpha-carbolines, the S(RN)1 methodology complements previously reported palladium-catalyzed cyclization approaches.