3-bromo-6-ethoxy-N-phenylpyridin-2-amine | 1146547-66-1

• 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-bromo-6-ethoxy-N-phenylpyridin-2-amine
• CAS: 1146547-66-1
• 化学式: C₁₃H₁₃BrN₂O
• 分子量: 293.163
• InChiKey: CAWXAPOTJNQGLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-bromo-6-ethoxy-N-phenylpyridin-2-amine 在 potassium tert-butylate 、 氨 作用下， 反应 2.0h， 以63%的产率得到2-ethoxy-9H-pyrido-[2,3-b]indole
  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：

  2,3-Dibrom-6-ethoxy-pyridin 、 苯胺 在 palladium diacetate 、 三苯基膦 、 sodium t-butanolate 作用下， 生成 3-bromo-6-ethoxy-N-phenylpyridin-2-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

• One-Pot Synthesis of α-Carbolines via Sequential Palladium-Catalyzed Aryl Amination and Intramolecular Arylation
  作者：Joydev K. Laha、Philip Petrou、Gregory D. Cuny

  DOI：10.1021/jo802776m

  日期：2009.4.17

  A one-pot synthesis of α-carbolines via a palladium-catalyzed aryl amination followed by intramolecular arylation is described. 2,3-Dichloro- and 2,3-dibromopyridines have been shown to react with readily available anilines to obtain various substituted α-carbolines in moderate to excellent yields.

  描述了通过钯催化的芳基胺化然后分子内芳基化的一锅法合成α-咔啉。已经表明2，3-二氯和2，3-二溴吡啶与容易获得的苯胺反应，以中等至优异的产率获得各种取代的α-咔啉。
• 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.