(5-chloro-3-naphthalen-1-yl-pyridin-2-yl)-methyl-amine | 1267467-36-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (5-chloro-3-naphthalen-1-yl-pyridin-2-yl)-methyl-amine
• 英文别名: 5-chloro-N-methyl-3-naphthalen-1-ylpyridin-2-amine
• CAS: 1267467-36-6
• 化学式: C₁₆H₁₃ClN₂
• 分子量: 268.746
• InChiKey: XDDWSJHOYQVCKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-(3-bromo-5-chloro-pyridin-2-yl)-N-methyl-carbamic acid naphthalen-1-yl ester 在 三(三甲基硅基)硅烷 、 1,1'-偶氮(氰基环己烷) 作用下， 以 间二甲苯 为溶剂， 反应 50.0h， 以45%的产率得到(5-chloro-3-naphthalen-1-yl-pyridin-2-yl)-methyl-amine
  参考文献：
  名称：

  Unusual Approach to 3-Aryl-2-aminopyridines through a Radical Mechanism: Synthesis and Theoretical Rationale from Quantum Mechanical Calculations

  摘要：

  Tris(trimethylsilyl)silane and azobis(cyclohexanenitrile) promoted the easy intramolecular arylation of aryl bromopyridine carbamates through a radical [1,6] ipso substitution process. These substrates showed a preference for this type of reaction over the alternative [1,7] addition. The results were rationalized by making use of quantum mechanical calculations and computer graphics.

  DOI：

  10.1021/jo102122h

文献信息

• Unusual Approach to 3-Aryl-2-aminopyridines through a Radical Mechanism: Synthesis and Theoretical Rationale from Quantum Mechanical Calculations
  作者：Marta Camacho-Artacho、Valentina Abet、Luis M. Frutos、Federico Gago、Julio Alvarez-Builla、Carolina Burgos

  DOI：10.1021/jo102122h

  日期：2011.3.4

  Tris(trimethylsilyl)silane and azobis(cyclohexanenitrile) promoted the easy intramolecular arylation of aryl bromopyridine carbamates through a radical [1,6] ipso substitution process. These substrates showed a preference for this type of reaction over the alternative [1,7] addition. The results were rationalized by making use of quantum mechanical calculations and computer graphics.