dimethyl 6-amino-5-cyano-1-(9-ethyl-9H-carbazol-3-yl)-4-(4-methoxyphenyl)-1,4-dihydropyridine-2,3-dicarboxylate | 1350619-79-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: dimethyl 6-amino-5-cyano-1-(9-ethyl-9H-carbazol-3-yl)-4-(4-methoxyphenyl)-1,4-dihydropyridine-2,3-dicarboxylate
• 英文别名: dimethyl 6-amino-5-cyano-1-(9-ethylcarbazol-3-yl)-4-(4-methoxyphenyl)-4H-pyridine-2,3-dicarboxylate
• CAS: 1350619-79-2
• 化学式: C₃₁H₂₈N₄O₅
• 分子量: 536.587
• InChiKey: RDBXBJSSZVPBSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  120
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-氨基-9-乙基咔唑 、 4-甲氧基苯甲醛 、 丁炔二酸二甲酯 、 丙二腈 在 indium(III) chloride 作用下， 以 乙腈 为溶剂， 70.0 ℃ 、200.0 kPa 条件下， 反应 0.17h， 以93%的产率得到dimethyl 6-amino-5-cyano-1-(9-ethyl-9H-carbazol-3-yl)-4-(4-methoxyphenyl)-1,4-dihydropyridine-2,3-dicarboxylate
  参考文献：
  名称：

  InCl3-catalyzed four-component reaction: a novel synthesis of N-carbazolyl dihydropyridines

  摘要：

  We have developed a simple, efficient, and environmentally benign microwave-assisted InCl3-catalyzed synthesis of N-carbazolyldihydropyridines via a four-component reaction of 3-amino-9-ethylcarbazole, malononitrile, aromatic aldehydes, and acetylenic esters. The use of microwave heating allowed for reduced reaction times and resulted in higher yields. This four-component reaction is atom-efficient, high-yielding, and applicable to a wide variety of four-component reactions. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.10.044

文献信息

• InCl3-catalyzed four-component reaction: a novel synthesis of N-carbazolyl dihydropyridines
  作者：Ezhumalai Yamuna、Matthias Zeller、Karnam Jayarampillai Rajendra Prasad

  DOI：10.1016/j.tetlet.2011.10.044

  日期：2011.12

  We have developed a simple, efficient, and environmentally benign microwave-assisted InCl3-catalyzed synthesis of N-carbazolyldihydropyridines via a four-component reaction of 3-amino-9-ethylcarbazole, malononitrile, aromatic aldehydes, and acetylenic esters. The use of microwave heating allowed for reduced reaction times and resulted in higher yields. This four-component reaction is atom-efficient, high-yielding, and applicable to a wide variety of four-component reactions. (C) 2011 Elsevier Ltd. All rights reserved.