N-[1-(pyridin-2-yl)propyl]phenylamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[1-(pyridin-2-yl)propyl]phenylamine
• 英文别名: phenyl[1-(2-pyridyl)propyl]amine；N-[1-(pyridin-2-yl)propyl]aniline；N-(1-pyridin-2-ylpropyl)aniline
• 化学式: C₁₄H₁₆N₂
• 分子量: 212.294
• InChiKey: HOLRZRYKSJHDMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 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：

  2-(phenyliminomethyl)pyridine 、 三乙基铝 在 tris(dipivaloylmethanato)europium(III) 作用下， 以 正己烷 、 苯 为溶剂， 反应 24.0h， 以99%的产率得到N-[1-(pyridin-2-yl)propyl]phenylamine
  参考文献：
  名称：

  Lanthanide-Promoted Ethylation of Schiff Bases by Triethylaluminum

  摘要：

  Schiff bases of aromatic aldehydes and anilines that fail to react with triethylaluminum are smoothly alkylated at room temperature in the presence of lanthanide catalysts. The alkylation takes place selectively at the vinylic carbon atom.

  DOI：

  10.1021/ol049420+

文献信息

• Addition of Trialkylalanes to Imines under Zirconium Catalysis
  作者：Jan Szymoniak、Clément Denhez、Jean-Luc Vasse

  DOI：10.1055/s-2005-870028

  日期：——

  Trialkylalanes, which are inert toward imines, undergo addition to them in the presence of a catalytic amount of dichloro­dicyclopentadienylzirconium(IV) (Cp2ZrCl2). The reaction tolerates the presence of several functional groups in the starting imine such as halo, amide, nitrile, and hydroxy groups. A possible reaction pathway is proposed involving metallacyclic intermediates.

  三烷基醛对亚胺是惰性的，在催化量的二氯二环戊二烯基锆（IV）（Cp2ZrCl2）的存在下，三烷基醛会与亚胺发生加成反应。该反应可以容忍起始亚胺中存在卤代、酰胺、腈和羟基等多个官能团。提出了一种涉及金属环中间体的可能反应途径。
• Cerium(IV)-Promoted Ethylation of Schiff Bases by Triethylaluminum
  作者：Jochanan Blum、Dmitry Tsvelikhovsky、Herbert Schumann

  DOI：10.1055/s-2006-942379

  日期：2006.6

  Schiff bases Ar1CH=NAr2 that are refractory towards Et3Al are activated at room temperature by cerium(IV) compounds. The ethylation takes place selectively at the methine moiety of the imine. The process is strongly influenced by steric hindrance and depends on the electronic nature of the substrate: electron-donating substituents promote the reaction while electron-withdrawing groups cause it to slow down. Application of cerium(IV) ammonium nitrate as promoter gives the best results. In the absence of excess Et3Al it causes, however, transformation of the Schiff base to the corresponding aldehydes and amines.

  铈（IV）化合物可在室温下激活对 Et3Al 具有耐受性的希夫碱 Ar1CH=NAr2。乙化作用选择性地发生在亚胺的甲基上。这一过程受到立体阻碍的强烈影响，并取决于底物的电子性质：供电子的取代基会促进反应，而抽电子的基团则会导致反应减慢。使用硝酸铵铈（IV）作为促进剂能产生最佳效果。不过，在没有过量 Et3Al 的情况下，它会导致希夫碱转化为相应的醛和胺。
• BENZIMIDAZOLONE DERIVATIVES AS BROMODOMAIN INHIBITORS
  申请人：Gilead Sciences, Inc.

  公开号：US20140296246A1

  公开（公告）日：2014-10-02

  This application relates to chemical compounds which may act as inhibitors of, or which may otherwise modulate the activity of, a bromodomain-containing protein, including bromodomain-containing protein 4 (BRD4), and to compositions and formulations containing such compounds, and methods of using and making such compounds. Compounds include compounds of Formula (I) wherein R 1a , R 1b , R 2a , R 2b , R 3 , and X are described herein.

  本申请涉及一种化合物，它可以作为溴域含有蛋白质（包括溴域含有蛋白质4（BRD4））的抑制剂或调节剂，以及包含这种化合物的组合物和配方，以及使用和制备这种化合物的方法。该化合物包括公式（I）中所描述的R1a，R1b，R2a，R2b，R3和X的化合物。