3-(2-methoxyphenyl)amino-3-(4-chlorophenyl)-N,N-dimethylpropanamide

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-(2-methoxyphenyl)amino-3-(4-chlorophenyl)-N,N-dimethylpropanamide
• 英文别名: 3-(4-chlorophenyl)-3-(2-methoxyanilino)-N,N-dimethylpropanamide
• 化学式: C₁₈H₂₁ClN₂O₂
• 分子量: 332.83
• InChiKey: CXEZNBNCWWEORC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  N,N-二甲基-溴乙酰胺 、 4-氯苯甲醛 、 邻甲氧基苯胺 在 bis(triphenylphosphine)nickel(II) chloride Dimethylzinc 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 0.75h， 以95%的产率得到3-(2-methoxyphenyl)amino-3-(4-chlorophenyl)-N,N-dimethylpropanamide
  参考文献：
  名称：

  Multiple Component Reactions:  An Efficient Nickel-Catalyzed Reformatsky-Type Reaction and Its Application in the Parallel Synthesis of β-Amino Carbonyl Libraries

  摘要：

  Multiple-component condensations (MCC) where three or more reactants combine to afford a new core structure possessing the molecular features of its composite building blocks is a powerful method for the preparation of molecular diversity. We have developed an efficient, nickel-catalyzed, Reformatsky-type three-component condensation (3CC) reaction that affords beta-amino carbonyl compounds. The scope of the reaction is demonstrated both in the gram and microscale settings; 15 beta-amino esters, amides, and a ketone were prepared efficiently at the mmol scale, and a library of 64 beta-amino carbonyl compounds was generated at the mumol scale.

  DOI：

  10.1021/jo026847q

文献信息

• Multiple Component Reactions:  An Efficient Nickel-Catalyzed Reformatsky-Type Reaction and Its Application in the Parallel Synthesis of β-Amino Carbonyl Libraries
  作者：James C. Adrian、Marc L. Snapper

  DOI：10.1021/jo026847q

  日期：2003.3.1

  Multiple-component condensations (MCC) where three or more reactants combine to afford a new core structure possessing the molecular features of its composite building blocks is a powerful method for the preparation of molecular diversity. We have developed an efficient, nickel-catalyzed, Reformatsky-type three-component condensation (3CC) reaction that affords beta-amino carbonyl compounds. The scope of the reaction is demonstrated both in the gram and microscale settings; 15 beta-amino esters, amides, and a ketone were prepared efficiently at the mmol scale, and a library of 64 beta-amino carbonyl compounds was generated at the mumol scale.