6-(4-methoxybenzyl)-2-(piperidin-1-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine | 1616963-17-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 6-(4-methoxybenzyl)-2-(piperidin-1-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine
• 英文别名: 6-[(4-methoxyphenyl)methyl]-2-piperidin-1-yl-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-4-amine
• CAS: 1616963-17-7
• 化学式: C₂₀H₂₇N₅O
• 分子量: 353.467
• InChiKey: RRKCOOQUJWHDSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  双(2-氰基乙基)胺 在 potassium tert-butylate 、 potassium carbonate 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 6-(4-methoxybenzyl)-2-(piperidin-1-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine
  参考文献：
  名称：

  Alternative synthetic route to annulated diaminopyrimidines

  摘要：

  We report an alternative synthetic approach to annulated diaminopyrimidines based on a one-pot process, in which a Thorpe-Ziegler cyclization of a dinitrile is followed by in situ reaction with a cyanamide under highly concentrated and basic conditions. The total reaction can be carried out as fast as 30 min. The reaction mechanism is discussed. This one-pot synthetic route is universally applicable to a large variety of cyanamides and dinitriles, even natural products, to afford complex annulated diaminopyrimidines. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.05.057

文献信息

• Alternative synthetic route to annulated diaminopyrimidines
  作者：Alexandre Erdmann、Ludovic Halby、Frédéric Cantagrel、François Sautel、Georges Massiot、Paola B. Arimondo

  DOI：10.1016/j.tetlet.2014.05.057

  日期：2014.7

  We report an alternative synthetic approach to annulated diaminopyrimidines based on a one-pot process, in which a Thorpe-Ziegler cyclization of a dinitrile is followed by in situ reaction with a cyanamide under highly concentrated and basic conditions. The total reaction can be carried out as fast as 30 min. The reaction mechanism is discussed. This one-pot synthetic route is universally applicable to a large variety of cyanamides and dinitriles, even natural products, to afford complex annulated diaminopyrimidines. (C) 2014 Elsevier Ltd. All rights reserved.