ethyl 5-(2,3-dimethylphenylamino)-2-ethyl-1H-pyrrole-3-carboxylate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ethyl 5-(2,3-dimethylphenylamino)-2-ethyl-1H-pyrrole-3-carboxylate
• 英文别名: ethyl 5-(2,3-dimethylanilino)-2-ethyl-1H-pyrrole-3-carboxylate
• 化学式: C₁₇H₂₂N₂O₂
• 分子量: 286.374
• InChiKey: PJSYORVNHKKSSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  54.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 2-(cyanomethyl)-3-oxopentanoate 、 2,3-二甲基苯胺 在 zinc(II) perchlorate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.0h， 以87%的产率得到ethyl 5-(2,3-dimethylphenylamino)-2-ethyl-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  Zinc perchlorate catalyzed one-pot amination–annulation of α-cyanomethyl-β-ketoesters in water. Regioselective synthesis of 2-aminopyrrole-4-carboxylates

  摘要：

  In this paper, we report the efficient and regioselective synthesis of 2-aminopyrrole-4-carboxylates as derivatives of conformationally restricted analogues of gamma-amino butyrates (GABA) via a zinc perchlorate catalyzed amination-annulation of alpha-cyanomethyl-beta-ketoesters under mild reaction conditions in water. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.018

文献信息

• Zinc perchlorate catalyzed one-pot amination–annulation of α-cyanomethyl-β-ketoesters in water. Regioselective synthesis of 2-aminopyrrole-4-carboxylates
  作者：Ayhan S. Demir、Mustafa Emrullahoglu

  DOI：10.1016/j.tet.2005.11.018

  日期：2006.2

  In this paper, we report the efficient and regioselective synthesis of 2-aminopyrrole-4-carboxylates as derivatives of conformationally restricted analogues of gamma-amino butyrates (GABA) via a zinc perchlorate catalyzed amination-annulation of alpha-cyanomethyl-beta-ketoesters under mild reaction conditions in water. (c) 2005 Elsevier Ltd. All rights reserved.