2-Methoxy-6-(4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)pyridine-3-carbonitrile | 1360151-30-9

• 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-Methoxy-6-(4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)pyridine-3-carbonitrile
• 英文别名: 2-methoxy-6-(4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)pyridine-3-carbonitrile
• CAS: 1360151-30-9
• 化学式: C₂₃H₂₂N₂O₅
• 分子量: 406.438
• InChiKey: REKRJDBIWOVCQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  82.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4,5-三甲氧基苯甲醛 、 对甲氧基苯乙酮 在 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.07h， 生成 2-Methoxy-6-(4-methoxyphenyl)-4-(3,4,5-trimethoxyphenyl)pyridine-3-carbonitrile 、 1-(4-methoxyphenyl)-3-(3,4,5-trimethoxyphenyl)-1-propanone
  参考文献：
  名称：

  Synthesis of polysubstituted pyridines under combined microwave and ultrasound irradiation: K2CO3-promoted tandem addition/cyclization/hydrogen shift process

  摘要：

  A convenient and efficient K2CO3-promoted tandem reaction of chalcone, malononitrile, and methanol for the synthesis of highly functionalized pyridines has been developed. This multi-component reaction employing the weak nucleophilic agent methanol proceeded smoothly under combined microwave and ultrasound irradiation (CMUI). The reaction mechanism was proposed to consist of a Michael addition. a methoxylation of C N bond, a cyclization to a 1,4-dihydropyridine and an intermolecular hydrogen shift between 1,4-dihydropyridine and initial chalcone. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.12.103

文献信息

• Synthesis of polysubstituted pyridines under combined microwave and ultrasound irradiation: K2CO3-promoted tandem addition/cyclization/hydrogen shift process
  作者：Huangdi Feng、Yuan Li、Erik V. Van der Eycken、Yanqing Peng、Gonghua Song

  DOI：10.1016/j.tetlet.2011.12.103

  日期：2012.2

  A convenient and efficient K2CO3-promoted tandem reaction of chalcone, malononitrile, and methanol for the synthesis of highly functionalized pyridines has been developed. This multi-component reaction employing the weak nucleophilic agent methanol proceeded smoothly under combined microwave and ultrasound irradiation (CMUI). The reaction mechanism was proposed to consist of a Michael addition. a methoxylation of C N bond, a cyclization to a 1,4-dihydropyridine and an intermolecular hydrogen shift between 1,4-dihydropyridine and initial chalcone. (C) 2011 Elsevier Ltd. All rights reserved.