2-(4-methylphenyl)-N-[(4-methylphenyl)sulfonylmethyl]-3-oxo-1,4-dihydropyrazino[1,2-a]indole-1-carboxamide | 1384478-07-2

• 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: 2-(4-methylphenyl)-N-[(4-methylphenyl)sulfonylmethyl]-3-oxo-1,4-dihydropyrazino[1,2-a]indole-1-carboxamide
• CAS: 1384478-07-2
• 化学式: C₂₇H₂₅N₃O₄S
• 分子量: 487.579
• InChiKey: ZKKHESGGSMWGMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  96.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1H-吲哚-2-甲醛 在 sodium hydride 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.5h， 生成 2-(4-methylphenyl)-N-[(4-methylphenyl)sulfonylmethyl]-3-oxo-1,4-dihydropyrazino[1,2-a]indole-1-carboxamide
  参考文献：
  名称：

  A novel intramolecular Ugi 3CC for the synthesis of N-alkyl-3-oxo-2-aryl-1,2,3,4-tetrahydropyrazino[1,2-a]indole-1-carboxamides

  摘要：

  An intramolecular Ugi reaction of 2-(2-formyl-1H-indol-1-yl)acetic acid with aryl amines and isocyanides has been developed to produce a novel class of N-alkyl-3-oxo-2-aryl-1,2,3,4-tetrahydropyrazino [1,2-a]indole-1-carboxamides in good yields. This is the first report on intramolecular Ugi three component reaction of 2-(2-formyl-1H-indol-1-yl)acetic acid, aryl amine, and isonitrile. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.05.036

文献信息

• A novel intramolecular Ugi 3CC for the synthesis of N-alkyl-3-oxo-2-aryl-1,2,3,4-tetrahydropyrazino[1,2-a]indole-1-carboxamides
  作者：B.V. Subba Reddy、Sujit Kumar Dey、J.S. Yadav、B. Sridhar

  DOI：10.1016/j.tetlet.2012.05.036

  日期：2012.7

  An intramolecular Ugi reaction of 2-(2-formyl-1H-indol-1-yl)acetic acid with aryl amines and isocyanides has been developed to produce a novel class of N-alkyl-3-oxo-2-aryl-1,2,3,4-tetrahydropyrazino [1,2-a]indole-1-carboxamides in good yields. This is the first report on intramolecular Ugi three component reaction of 2-(2-formyl-1H-indol-1-yl)acetic acid, aryl amine, and isonitrile. (C) 2012 Elsevier Ltd. All rights reserved.