2-amino-6-(4-methylphenyl)-4-(4-methoxyphenyl)nicotinonitrile | 38477-53-1

• 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: 2-amino-6-(4-methylphenyl)-4-(4-methoxyphenyl)nicotinonitrile
• 英文别名: 2-amino-4-(4-methoxy-phenyl)-6-p-tolyl-nicotinonitrile；2-Amino-4-p-methoxyphenyl-6-p-tolylnicotinonitril；2-Amino-4-(4-methoxyphenyl)-6-(4-methylphenyl)pyridine-3-carbonitrile
• CAS: 38477-53-1
• 化学式: C₂₀H₁₇N₃O
• 分子量: 315.374
• InChiKey: DVYRAPRQCGWZGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  71.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-methyl-β-nitrostyrene 、 2-amino-6-(4-methylphenyl)-4-(4-methoxyphenyl)nicotinonitrile 在 iron(III) chloride 作用下， 以 neat (no solvent) 为溶剂， 反应 1.0h， 以74%的产率得到7-(4-methoxyphenyl)-2,5-dip-tolylimidazo[1,2-a]pyridine-8-carbonitrile
  参考文献：
  名称：

  Triarylimidazo[1,2-a]pyridine-8-carbonitriles: solvent-free synthesis and their anti-cancer evaluation

  摘要：

  In this study, we have presented the synthesis of novel 2,5,7-triarylimidazo[1,2-a]pyridine-8-carbonitriles from 2-amino-4,6-diarlypyridine-3-carbonitrile and nitrostyrene using FeCl3 (20 mol%) as Lewis acid under solvent-free conditions. A library of compounds with diverse substitutions have also been synthesized and screened for in-vitro anti-cancer activity against various cell lines such as A549 (Lung), HCT-116 (Colon), SW-620 (Colon), and MIAPACA (Pancreas).[GRAPHICS].

  DOI：

  10.1080/00397911.2019.1605445
• 作为产物：
  描述：

  3-(4-methoxyphenyl)-1-p-tolylprop-2-en-1-one 、 丙二腈 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 生成 2-amino-6-(4-methylphenyl)-4-(4-methoxyphenyl)nicotinonitrile
  参考文献：
  名称：

  Triarylimidazo[1,2-a]pyridine-8-carbonitriles: solvent-free synthesis and their anti-cancer evaluation

  摘要：

  In this study, we have presented the synthesis of novel 2,5,7-triarylimidazo[1,2-a]pyridine-8-carbonitriles from 2-amino-4,6-diarlypyridine-3-carbonitrile and nitrostyrene using FeCl3 (20 mol%) as Lewis acid under solvent-free conditions. A library of compounds with diverse substitutions have also been synthesized and screened for in-vitro anti-cancer activity against various cell lines such as A549 (Lung), HCT-116 (Colon), SW-620 (Colon), and MIAPACA (Pancreas).[GRAPHICS].

  DOI：

  10.1080/00397911.2019.1605445

文献信息

• CuI@Al2O3 catalyzed synthesis of 2-aminonicotinonitrile derivatives under solvent free condition
  作者：Manish Rawat、Diwan S. Rawat

  DOI：10.1016/j.tetlet.2019.03.048

  日期：2019.4

  A Green approach for the synthesis of 2-aminonicotinonitriles from oxime acetate as enamine precursor, aldehyde and malononitrile under neat condition without the use of additive in presence of [email protected]2O3 nanocatalyst is reported. Wide substrate scope, high yield in shorter reaction time, avoid the usage of bases/additives with better green chemistry matrices like low E factor and PMI, high

  报道了在纯净条件下在[电子邮件保护的] 2 O 3纳米催化剂存在下不使用添加剂的情况下，由乙酸肟作为烯胺前体，醛和丙二腈合成2-氨基烟腈的绿色方法。与文献方法相比，较宽的底物范围，高收率，更短的反应时间，避免使用具有较低E因子和PMI的绿色化学更好的碱/添加剂，原子经济性，碳效率和反应质量效率高的碱/添加剂。[受电子邮件保护] 2 O 3纳米催化剂被回收并再循环了五次，而其催化活性并未显着降低。
• Application of salicylic acid as an eco‐friendly and efficient catalyst for the synthesis of 2,4,6‐triaryl pyridine, 2‐amino‐3‐cyanopyridine, and polyhydroquinoline derivatives
  作者：Majid Roozifar、Nourallah Hazeri、Homayoun Faroughi Niya

  DOI：10.1002/jhet.4242

  日期：2021.5

  In this study, three eco‐friendly, efficient, and convenient protocols have been reported for one‐pot synthesis of 2,4,6‐triaryl pyridine, 2‐amino‐3‐cyanopyridine, and polyhydroquinoline derivatives using salicylic acid as a catalyst under solvent‐free condition. The reported protocols offer several significant advantages such as the application of a nontoxic, neutral, and cheap catalyst, environmentally

  在这项研究中，已经报道了使用水杨酸作为催化剂，在一个锅中合成2,4,6-三芳基吡啶，2-氨基-3-氰基吡啶和聚氢喹啉衍生物的三种环保，高效和便捷的方案。无溶剂条件。所报道的方案具有许多显着的优点，例如使用无毒，中性且廉价的催化剂，环境友好的条件，易于通过过滤分离产物，较短的反应时间，简单的方法和良好的收率。
• Triarylimidazo[1,2-<i>a</i>]pyridine-8-carbonitriles: solvent-free synthesis and their anti-cancer evaluation
  作者：Annah Gupta、Sonakshi Sasan、Avneet Kour、Nargis Nelofar、Dilip Manikrao Mondhe、Kamal K. Kapoor

  DOI：10.1080/00397911.2019.1605445

  日期：2019.7.18

  In this study, we have presented the synthesis of novel 2,5,7-triarylimidazo[1,2-a]pyridine-8-carbonitriles from 2-amino-4,6-diarlypyridine-3-carbonitrile and nitrostyrene using FeCl3 (20 mol%) as Lewis acid under solvent-free conditions. A library of compounds with diverse substitutions have also been synthesized and screened for in-vitro anti-cancer activity against various cell lines such as A549 (Lung), HCT-116 (Colon), SW-620 (Colon), and MIAPACA (Pancreas).[GRAPHICS].