5,7,8,9,9A,10-六氢-吡啶并[2,3-d]吡咯并[1,2-a]嘧啶 | 1004781-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 中文名称: 5,7,8,9,9A,10-六氢-吡啶并[2,3-d]吡咯并[1,2-a]嘧啶
• 英文名称: 5,7,8,9,9a,10-Hexahydropyrido[2,3-d]pyrrolo[1,2-a]pyrimidine
• 英文别名: 2,7,13-triazatricyclo[7.4.0.03,7]trideca-1(9),10,12-triene
• CAS: 1004781-36-5
• 化学式: C₁₀H₁₃N₃
• 分子量: 175.233
• InChiKey: BVCONXOJOPFNRF-UHFFFAOYSA-N

物化性质

• 熔点：
  123-126 °C
• 沸点：
  332.4±30.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  28.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  四氢吡咯 、 2-氨基-3-吡啶甲醛 130.0 ℃ 、689.49 kPa 条件下， 反应 1.0h， 以15%的产率得到5,7,8,9,9A,10-六氢-吡啶并[2,3-d]吡咯并[1,2-a]嘧啶
  参考文献：
  名称：

  Ring-fused aminals: catalyst and solvent-free microwave-assisted α-amination of nitrogen heterocycles

  摘要：

  A high-yield synthesis of ring-fused aminals via microwave (MW)-assisted alpha-amination of nitrogen heterocycles at 130 degrees C under solvent- and catalyst-free conditions is described. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.166

文献信息

• α-Amination of Nitrogen Heterocycles:  Ring-Fused Aminals
  作者：Chen Zhang、Chandra Kanta De、Rudrajit Mal、Daniel Seidel

  DOI：10.1021/ja077473r

  日期：2008.1.1

  Aromatic aminoaldehydes react with cyclic amines to produce ring-fused aminals under thermal conditions. This process applied to two-step syntheses of the quinazolinone alkaloids deoxyvasicinone and rutaecarpine.
• Ring-fused aminals: catalyst and solvent-free microwave-assisted α-amination of nitrogen heterocycles
  作者：Vivek Polshettiwar、Rajender S. Varma

  DOI：10.1016/j.tetlet.2008.09.166

  日期：2008.12

  A high-yield synthesis of ring-fused aminals via microwave (MW)-assisted alpha-amination of nitrogen heterocycles at 130 degrees C under solvent- and catalyst-free conditions is described. (C) 2008 Elsevier Ltd. All rights reserved.
• Facile Access to Ring-Fused Aminals via Direct α-Amination of Secondary Amines with o-Aminobenzaldehydes: Synthesis of Vasicine, Deoxyvasicine, Deoxyvasicinone, Mackinazolinone, and Ruteacarpine
  作者：Daniel Seidel、Matthew Richers、Indubhusan Deb、Alena Platonova、Chen Zhang

  DOI：10.1055/s-0033-1338852

  日期：——

  Secondary amines undergo redox-neutral reactions with aminobenzaldehydes under conventional and microwave heating to furnish polycyclic aminals via amine alpha-amination/N-alkylation. This unique alpha-functionalization reaction proceeds without the involvement of transition metals or other additives. The resulting aminal products are precursors for various quinazolinone alkaloids and their analogues.