N-benzyl-(2-(pyridin-4-yl)ethyl)amine

• 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: N-benzyl-(2-(pyridin-4-yl)ethyl)amine
• 英文别名: N-benzyl-2-(pyridin-4-yl)ethanamine；N-benzyl 4-(aminoethyl)pyridine；N-benzyl-2-pyridin-4-ylethanamine
• 化学式: C₁₄H₁₆N₂
• mdl: MFCD09694092
• 分子量: 212.294
• InChiKey: SHLNZMVGKQOOQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.214
• 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：

  N-benzyl-(2-(pyridin-4-yl)ethyl)amine 在 titanium(IV) isopropylate 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 36.0h， 生成 3-O-ethyl 11-O-methyl 9-benzyl-10-oxo-3,9-diazaspiro[5.5]undeca-1,4-diene-3,11-dicarboxylate
  参考文献：
  名称：

  通过吡啶底物的螺环化合成取代的3,9-二氮杂螺[5.5]十一烷

  摘要：

  3,9-二氮杂螺[5.5]十一烷衍生物的构建可以通过分子内4-取代吡啶的螺环化来轻松实现。该反应需要用氯甲酸乙酯原位活化吡啶环，然后在Ti（O i Pr）4存在下分子内添加连接的β-二羰基亲核试剂。

  DOI：

  10.1016/j.tetlet.2011.06.055
• 作为产物：
  描述：

  4-(2-氨基乙基)吡啶 、 苯甲醛 在 sodium tetrahydroborate 作用下， 生成 N-benzyl-(2-(pyridin-4-yl)ethyl)amine
  参考文献：
  名称：

  通过吡啶底物的螺环化合成取代的3,9-二氮杂螺[5.5]十一烷

  摘要：

  3,9-二氮杂螺[5.5]十一烷衍生物的构建可以通过分子内4-取代吡啶的螺环化来轻松实现。该反应需要用氯甲酸乙酯原位活化吡啶环，然后在Ti（O i Pr）4存在下分子内添加连接的β-二羰基亲核试剂。

  DOI：

  10.1016/j.tetlet.2011.06.055

文献信息

• Brønsted acid catalyzed intramolecular benzylic cyclizations of alkylpyridines
  作者：Ashabha I. Lansakara、Daniel P. Farrell、F. Christopher Pigge

  DOI：10.1039/c3ob42039f

  日期：——

  incorporated into the side chains of 2- and 4-alkylpyridines participate in intramolecular aldol-like condensations with pyridine benzylic carbons in the presence of Brønsted acid catalysts. Pyridines featuring β-ketoamide side chains undergo cyclization in the presence of 10 mol% TfOH to afford pyridyl-substituted hydroxy lactams in good yield. These products were found to be resistant to further dehydration

  在布朗斯台德酸催化剂的存在下，结合到2-和4-烷基吡啶的侧链中的醛和酮亲电子试剂与吡啶苄基碳一起参与分子内的醛醇状缩合。以β-酮酰胺侧链为特征的吡啶在10摩尔％TfOH的存在下进行环化，以高收率得到吡啶基取代的羟基内酰胺。已发现这些产物在各种条件下均能抵抗进一步的脱水，但是用亚硫酰氯处理引发了异常的脱水/氧化反应顺序。相反，与胺键合的脂族醛与吡啶的酸催化环化生成吡啶基取代的脱氢哌啶产物。相似地，
• A Three Component Metalloporphyrin Assembly
  作者：Steven J. Langford、Vei-Lin Lau

  DOI：10.1071/ch03275

  日期：——

  A novel dialkylammonium salt 1 · PF6, bearing a pyridyl group, has been employed as a structural motif for the efficient one-pot self-assembly of a three-component system comprising dibenzo-[24]crown-8, 1 · PF6, and zinc(II) 5,10,15,20-tetraphenylporphyrin. The resulting metalloporphyrin assembly has been characterized in solution by 1H NMR spectroscopy and ESIMS and serves as a model to more elaborate multichromophoric systems.

  一种带有吡啶基的新型二烷基铵盐 1 - PF6 被用作一种结构母题，用于高效地实现由二苯并[24]冠-8、1 - PF6 和 5,10,15,20-四苯基卟啉锌(II)组成的三组分体系的单锅自组装。通过 1H NMR 光谱和 ESIMS 对溶液中产生的金属卟啉组装体进行了表征，并将其作为更复杂的多色体系的模型。
• Gold-catalyzed intramolecular cyclization of alkynones with pyridine anhydrobases
  作者：Lokesh Pawar、F. Christopher Pigge

  DOI：10.1016/j.tetlet.2013.08.110

  日期：2013.11

  4-Alkylpyridines functionalized with alkynyl amide substituents can be converted to pyridyl-substituted lactams via Au-catalyzed cyclization at the pyridine benzylic carbon. These transformations proceed through allcylidene dihydropyridine (anhydrobase) intermediates and demonstrate the ability to utilize these species in metal-catalyzed C-C bond forming reactions. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis and X-Ray Structure of a Ditopic Ligand for Constructing Crown Ether-Based Metalloassemblies
  作者：G. D. Fallon、S. J. Langford、V.-L. Lau

  DOI：10.1080/15421400590958548

  日期：2005.7.1

  A novel dialkylammonium salt, 1.PF6, bearing a pyridyl group has been prepared and characterised by x-ray crystallography: triclinic space group P-1, a = 8.8141(1), b = 9.8902(2), c = 10.2611(1), angstrom and alpha = 82.008(l)degrees, beta = 85.212(1)degrees, gamma = 71.058(l)degrees, Z = 2, R = 0.0542 for 3902 independent reflections. The hydrogen-bonded tape generated within the crystal lattice is augmented by water molecules between the divided units in an N-H center dot center dot center dot O and O-H center dot center dot center dot N-py manner. The nature of the [2]pseudorotaxane formed upon the addition of DB24C8 to 1.PF6 (K-a = 2293 M-1) is characterised in the solid state (monoclinic space group P 2(1)/c, a = 14.3808(4), b = 15.0194(4), c = 18.2599(6), angstrom and beta = 95.723(1)degrees, Z = 4, R = 0.0766 for 9313 independent reflections) by hydrogen bonds between NH2 and CH2 groups of the guest with polyether oxygens of the crown ether. These hydrogen bond distances vary with close contacts between 2.01 and 2.58 angstrom H-1 NMR spectroscopy and mass spectrometry further support the presence of the [2]pseudorotaxane in solution.
• Synthesis of substituted 3,9-diazaspiro[5.5]undecanes via spirocyclization of pyridine substrates
  作者：Sharavathi G. Parameswarappa、F.C. Pigge

  DOI：10.1016/j.tetlet.2011.06.055

  日期：2011.8

  Construction of 3,9-diazaspiro[5.5]undecane derivatives can be easily achieved via intramolecular spirocyclization of 4-substituted pyridines. The reaction entails in situ activation of the pyridine ring with ethyl chloroformate followed by intramolecular addition of an attached β-dicarbonyl nucleophile in the presence of Ti(OiPr)4.

  3,9-二氮杂螺[5.5]十一烷衍生物的构建可以通过分子内4-取代吡啶的螺环化来轻松实现。该反应需要用氯甲酸乙酯原位活化吡啶环，然后在Ti（O i Pr）4存在下分子内添加连接的β-二羰基亲核试剂。