ethyl 4-(4-chlorophenylamino)-1,2,6-tris(4-chlorophenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: ethyl 4-(4-chlorophenylamino)-1,2,6-tris(4-chlorophenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate
• 英文别名: ethyl 1,2,6-tris(4-chlorophenyl)-4-((4-chlorophenyl)amino)-1,2,5,6-tetrahydropyridine-3-carboxylate；Ethyl 4-(4-chloroanilino)-1,2,6-tris(4-chloro-phenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate；ethyl 4-(4-chloroanilino)-1,2,6-tris(4-chlorophenyl)-3,6-dihydro-2H-pyridine-5-carboxylate
• 化学式: C₃₂H₂₆Cl₄N₂O₂
• 分子量: 612.383
• InChiKey: VUFDTMVOTIMFQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 4-氯苯甲醛 、 对氯苯胺 在 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以82%的产率得到ethyl 4-(4-chlorophenylamino)-1,2,6-tris(4-chlorophenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate
  参考文献：
  名称：

  NO 2 -Fe（III）PcCl @ C催化一锅合成四氢吡啶衍生物

  摘要：

  据报道，在催化量的NO 2 -Fe（III）PcCl @ C存在下，通过乙酰乙酸乙酯，两当量的芳族醛和芳族胺的多组分缩合，高效，一锅法合成官能化的四氢吡啶。以这种方式，以中等至良好的产率获得了一系列药理学上有趣的取代吡啶衍生物。

  DOI：

  10.1134/s1070363217040259

文献信息

• Diastereoselective Synthesis of Symmetrical and Unsymmetrical Tetrahydropyridines Catalyzed by Bi(III) Immobilized on Triazine Dendrimer Stabilized Magnetic Nanoparticles
  作者：Beheshteh Asadi、Amir Landarani-Isfahani、Iraj Mohammadpoor-Baltork、Shahram Tangestaninejad、Majid Moghadam、Valiollah Mirkhani、Hadi Amiri Rudbari

  DOI：10.1021/acscombsci.6b00180

  日期：2017.6.12

  the first time from a five-component Fe3O4@TDSN-Bi(III)-catalyzed reaction of aryl aldehydes, aryl amines, and ethyl acetoacetate. This magnetically separable catalyst enabled the selective incorporation of two different aryl amines or two different aryl aldehydes into the product, and provided excellent yields, short reaction times, mild reaction conditions, satisfactory catalyst recyclability, and

  首次从五组分Fe 3 O 4 TDSN-Bi（III）催化的芳基醛，芳基胺和乙酰乙酸乙酯的反应中获得不对称的1,2,5,6-四氢吡啶-3-羧酸酯。该磁性可分离的催化剂能够将两种不同的芳基胺或两种不同的芳基醛选择性地掺入产物中，并提供优异的收率，较短的反应时间，温和的反应条件，令人满意的催化剂可回收性和较低的催化剂负载量。
• NO2-Fe(III)PcCl@C -catalyzed one-pot synthesis of tetrahydropyridine derivatives
  作者：Jiao-dan Wang、Qiao-li Lin、Jun Qiu、Xiao-feng Gou、Cheng-wen Hua、Jun-long Zhao、Bang Chen

  DOI：10.1134/s1070363217040259

  日期：2017.4

  efficient, one-pot synthesis of functionalized tetrahydropyridines by multicomponent condensation of ethyl acetoacetate, two equivalents of aromatic aldehyde, and aromatic amine in the presence of a catalytic amount of NO2-Fe(III)PcCl@C is reported. In this way, a series of pharmacologically interesting substituted pyridine derivatives were obtained in moderate to good yields.

  据报道，在催化量的NO 2 -Fe（III）PcCl @ C存在下，通过乙酰乙酸乙酯，两当量的芳族醛和芳族胺的多组分缩合，高效，一锅法合成官能化的四氢吡啶。以这种方式，以中等至良好的产率获得了一系列药理学上有趣的取代吡啶衍生物。
• An efficient one-pot multi-component synthesis of highly functionalized piperidines
  作者：Santosh V. Goswami、Prashant B. Thorat、Sudhakar R. Bhusare

  DOI：10.1515/hc-2012-0105

  日期：2012.12.1

  Abstract A simple, inexpensive and efficient one-pot synthesis of piperidine derivatives was achieved in excellent yield via the three-component reaction of substituted aniline, 1,3-dicarbonyl compound and aromatic aldehyde using phenylboronic acid as catalyst.

  摘要 以苯基硼酸为催化剂，通过取代苯胺、1,3-二羰基化合物和芳香醛的三组分反应，以优异的收率实现了简单、廉价、高效的哌啶衍生物一锅法合成。
• A robust synthesis and characterization of superparamagnetic CoFe₂O₄nanoparticles as an efficient and reusable catalyst for green synthesis of some heterocyclic rings
  作者：Mahmoud Abd El Aleem Ali El-Remaily、Ahmed M. Abu-Dief、Rafat M. El-Khatib

  DOI：10.1002/aoc.3536

  日期：2016.12

  range with highly homogeneous spherical shape and elemental composition. Moreover, the prepared magnetic CoFe2O4 nanoparticles were used as an efficient catalyst for green synthesis of tetrahydropyridines and pyrrole derivatives in excellent yields, with easy work‐up and purification of products by non‐chromatographic methods. The catalyst can be recovered for subsequent reactions and reused without any

  研究了通过水热技术可靠地合成磁性CoFe 2 O 4纳米粒子。制备的磁性纳米粒子通过粉末X射线衍射，扫描，透射和高分辨率透射电子显微镜，能量分散X射线和红外光谱，热重分析和振动样品磁力分析进行了表征。根据获得的数据，制备的粉末由纳米尺寸范围内的超细颗粒组成，具有高度均匀的球形和元素组成。此外，制备了磁性CoFe 2 O 4纳米粒子被用作绿色合成四氢吡啶和吡咯衍生物的有效催化剂，产率高，且易于处理和通过非色谱法纯化产物。可以将催化剂回收用于随后的反应，并在没有任何明显活性损失的情况下重复使用。版权所有©2016 John Wiley＆Sons，Ltd.
• Cyanuric chloride catalyzed metal-free mild protocol for the synthesis of highly functionalized tetrahydropyridines
  作者：Rathinam Ramesh、Subramani Maheswari、Mani Arivazhagan、Jan Grzegorz Malecki、Appaswami Lalitha

  DOI：10.1016/j.tetlet.2017.08.074

  日期：2017.10

  condensation of ethyl acetoacetate, anilines and aromatic aldehydes under mild reaction conditions has been described. This domino strategy allows rapid cyclization in the presence of 10 mol% of cyanuric chloride as a source of hydrochloric acid to afford the desired target skeletons in excellent yields. The present protocol offers prominent advantages of simple operational procedure, metal-free organocatalyst

  环境友好，容易和优雅的合成方法进行了一系列不同的2,6-二芳基四氢吡啶-3-羧酸盐的方便访问经由一釜，乙酰乙酸乙酯，苯胺和在温和的芳香醛的伪五组分缩合已经描述了反应条件。这种多米诺骨牌策略允许在10摩尔％的氰尿酰氯作为盐酸源的情况下快速环化，从而以优异的收率提供所需的目标骨架。本协议提供了以下优点：操作步骤简单，无金属的有机催化剂，实用且坚固的基材范围。