ethyl 5-cyano-2-methyl-4-phenyl-6-(phenylamino)nicotinate | 78942-23-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ethyl 5-cyano-2-methyl-4-phenyl-6-(phenylamino)nicotinate
• 英文别名: ethyl 6-anilino-5-cyano-2-methyl-4-phenylpyridine-3-carboxylate
• CAS: 78942-23-1
• 化学式: C₂₂H₁₉N₃O₂
• 分子量: 357.412
• InChiKey: BZTZTBHVWAXMHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.85
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  75.01
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  5-氰基-2-甲基-6-氧代-4-苯基-1,6-二氢吡啶-3-羧酸乙酯 在 三氯氧磷 作用下， 反应 1.0h， 生成 ethyl 5-cyano-2-methyl-4-phenyl-6-(phenylamino)nicotinate
  参考文献：
  名称：

  Elkasaby, M. A.; Elshahed, F., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 5, p. 428 - 431

  摘要：

  DOI：

文献信息

• (Cu/NCNTs): a new high temperature technique to prepare a recyclable nanocatalyst for four component pyridine derivative synthesis and nitroarenes reduction
  作者：Gurpreet Kour、Monika Gupta、B. Vishwanathan、K. Thirunavukkarasu

  DOI：10.1039/c6nj01464j

  日期：——

  with copper nanoparticles, have been prepared using a novel approach to the pre-existing methods. Their properties and characteristics have been studied using different techniques including UV-vis, XPS, TGA, ICP-AES, VSM, CHN, XRD, SEM-EDAX and TEM analysis. The Cu/NCNTs show nanocatalytic activity for the synthesis of four component pyridine derivatives and selective reduction of nitroarenes to their

  使用预先存在的方法的新颖方法，制备了进一步用铜纳米颗粒修饰的N掺杂碳纳米管（NCNT）。已使用不同技术研究了它们的性质和特性，包括紫外线可见，XPS，TGA，ICP-AES，VSM，CHN，XRD，SEM-EDAX和TEM分析。Cu / NCNT在环境温度条件下对合成四组分吡啶衍生物和将硝基芳烃选择性还原为相应的胺具有纳米催化活性。1 H NMR和13 C NMR用于确认合成转化的产物。我们还报告了一个新的吡啶衍生物，乙基6-（4,6-二氨基-1,3,5-三嗪-2-基氨基）-5-氰基-2-甲基-4-苯基吡啶-3-羧酸酯（5j） ，通过 在吡啶合成中使用三聚氰胺作为氮源。
• Cu(0) onto sulfonic acid functionalized silica/carbon composites as bifunctional heterogeneous catalysts for the synthesis of polysubstituted pyridines and nitriles under benign reaction media
  作者：Madhvi Bhardwaj、Manmeet Kour、Satya Paul

  DOI：10.1039/c6ra19840f

  日期：——

  A series of novel and highly efficient bifunctional heterogeneous catalysts based on Cu(0) onto sulfonic acid functionalized silica/carbon composites derived from silica and inexpensive natural organic materials (starch, glucose, maltose,...

  一系列新颖且高效的基于Cu（0）的双功能多相催化剂，用于磺酸功能化的二氧化硅/碳复合材料，该复合材料衍生自二氧化硅和廉价的天然有机材料（淀粉，葡萄糖，麦芽糖，...
• SnCl2·2H2O as a precatalyst in MCR: synthesis of pyridine derivatives via a 4-component reaction in water
  作者：Dinne Naresh Kumar Reddy、Kothapalli Bannoth Chandrasekhar、Yaddanapudi Sesha Siva Ganesh、Burra Sathish Kumar、Raju Adepu、Manojit Pal

  DOI：10.1016/j.tetlet.2015.06.008

  日期：2015.7

  been identified as a convenient precatalyst for the synthesis of pyridine derivatives via an MCR in water. The 4-component reaction of alkyl/(hetero)aryl aldehydes, β-keto esters (or 1,3-diketones), anilines, and malononitrile afforded a range of new polysubstituted pyridines including 4-alkyl/heteroaryl derivatives in 78–91% yields. The use of less expensive catalyst in aqueous media and good yields of

  SnCl 2 ·2H 2 O首次被鉴定为通过水中的MCR合成吡啶衍生物的便捷前催化剂。烷基/（杂）芳基醛，β-酮酯（或1,3-二酮），苯胺和丙二腈的4组分反应提供了一系列新的多取代吡啶，包括4-烷基/杂芳基衍生物，占78-91％产量。此方法的关键特征是在水性介质中使用较便宜的催化剂，并获得具有较宽底物范围的产品，且收率高。
• In-water facile synthesis of poly-substituted 6-arylamino pyridines and 2-pyrrolidone derivatives using tetragonal nano-ZrO₂as reusable catalyst
  作者：Arijit Saha、Soumen Payra、Subhash Banerjee

  DOI：10.1039/c6ra24367c

  日期：——

  Here, we report a facile synthetic protocol to access a series of ethyl 5-cyano-2-methyl-4-aryl-6-(arylamino)nicotinates and ethyl 4-hydroxy-2-(4-nitroaryl)-5-oxo-1-aryl-2,5-dihydro-1H-pyrrole-3-carboxylates using tetragonal nano-ZrO2 as reusable catalyst. It was observed that the ZrO2 nanoparticles were stable during reaction and apparently no leaching of Zr-content occurred when the catalyst was

  在这里，我们报告了一种简便的合成协议，可访问一系列5-氰基-2-甲基-4-甲基-4-芳基-6-（芳基氨基）烟酸乙酯和4-羟基-2-（4-硝基芳基）-5-氧-乙基-使用四方纳米ZrO 2作为可重复使用的催化剂，制备1-芳基-2,5-二氢-1 H-吡咯-3-羧酸酯。观察到ZrO 2纳米颗粒在反应期间是稳定的，并且当催化剂循环八次时，显然没有发生Zr含量的浸出。
• An efficient four-component protocol for synthesis of poly-substituted pyridines with SiO 2 as a robust recyclable catalyst
  作者：V. N. Chandra Sekhar、Gorle Simhachalam、L. Vaikunta Rao、A. V. Dhanunjaya Rao、Madhavaram Shankar、Akula Raghunadh

  DOI：10.1080/00397911.2024.2320398

  日期：2024.4.2

  A four-component protocol for the development of poly-substituted pyridines derivatives by using SiO2 as a recycle catalyst. The protocol offers good to excellent yields (85%-95%) under milder cond...

  使用 SiO2 作为循环催化剂开发多取代吡啶衍生物的四组分方案。该方案在较温和的条件下提供良好至优异的产率 (85%-95%)...