4-benzylamino-6-phenylethynylpyrimidine-5-carbaldehyde | 1104638-86-9

• 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: 4-benzylamino-6-phenylethynylpyrimidine-5-carbaldehyde
• CAS: 1104638-86-9
• 化学式: C₂₀H₁₅N₃O
• 分子量: 313.359
• InChiKey: WXXIRENELRJXSM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  54.88
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-benzylamino-6-phenylethynylpyrimidine-5-carbaldehyde 在 溶剂黄146 、 sodium sulfate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.0h， 生成 C₂₇H₂₃N₄⁽¹⁺⁾*CF₃O₃S^(1-)
  参考文献：
  名称：

  Diverse display of non-covalent interacting elements using pyrimidine-embedded polyheterocycles

  摘要：

  一个精心设计的单分子框架中多样化的非共价相互作用元素展示可能会引起与各种生物聚合物的不同相互作用。

  DOI：

  10.1039/c5cc04335b
• 作为产物：
  描述：

  苄胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 4-benzylamino-6-phenylethynylpyrimidine-5-carbaldehyde
  参考文献：
  名称：

  Diverse display of non-covalent interacting elements using pyrimidine-embedded polyheterocycles

  摘要：

  一个精心设计的单分子框架中多样化的非共价相互作用元素展示可能会引起与各种生物聚合物的不同相互作用。

  DOI：

  10.1039/c5cc04335b

文献信息

• An Efficient One-Pot Synthetic Method for 2,4-Disubstituted 7-Arylpyrido[4,3-<i>d</i>]pyrimidines from 2,4-Disubstituted 6-(Arylethynyl)pyrimidine-5-carbaldehydes and <i>tert</i>-Butylamine
  作者：Inga Cikotiene、Marius Morkunas、Simonas Rudys、Rita Buksnaitiene、Algirdas Brukstus

  DOI：10.1055/s-0028-1083500

  日期：——

  Unexpected thermal cyclization of 2,4-disubstituted 6-(aryl-ethynyl)pyrimidine-5-carbaldehydes with tert-butylamine proceeded to give 2,4-disubstituted 7-arylpyrido[4,3-d]pyrimidines in good yields in the absence of any catalysts. The intermediate compounds were isolated and possible mechanism of the reactions is discussed.

  2,4-二取代的6-(芳基-乙炔基)嘧啶-5-甲醛与叔丁胺发生意外的热环化，在不存在的情况下以良好的收率得到2,4-二取代的7-芳基吡啶并[4,3-d]嘧啶任何催化剂。分离了中间体化合物并讨论了可能的反应机理。
• Study on the cyclization of 6-arylethynylpyrimidine-5-carbaldehydes with tert-butylamine: microwave versus thermal preparation of pyrido[4,3-d]pyrimidines
  作者：Inga Cikotiene、Visvaldas Kairys、Rita Buksnaitiene、Marius Morkunas、Simonas Rudys、Algirdas Brukstus、Miguel X. Fernandes

  DOI：10.1016/j.tet.2009.05.015

  日期：2009.7

  Thermal and microwave initiated cyclization of 2,4-disubstituted 6-arylethynylpyrimidine-5-carbaldehydes with tert-butylamine has been studied. A novel high-yielding preparation of 2,4-disubstituted 7-arylpyrido[4,3-d]pyrimidines has been developed. The intermediate compounds were isolated and possible mechanism of the reactions is discussed. Crown Copyright (C) 2009 Published by Elsevier Ltd. All rights reserved.
• Tandem reactions of 6-phenylethynylpyrimidine-5-carbaldehydes with alcohols: regioselective synthesis of 5-alkoxy-(7Z)-7-benzylidene-5,7-dihydrofuro[3,4-d]pyrimidines and 5-alkoxy-7-phenyl-5H-pyrano[4,3-d]pyrimidines
  作者：Inga Cikotiene、Rita Buksnaitiene、Simonas Rudys、Marius Morkunas、Dainius Motiejaitis

  DOI：10.1016/j.tet.2009.10.108

  日期：2010.1

  An efficient and versatile tandem processes of acetalisation and cycloisomerization reactions have been developed for the reactions of 6-phenylethynylpyrimidine-5-carbaldehydes. The influence of the catalyst and role of the substituent in the position 4 of the pyrimidine ring have been studied. Regioselective synthesis of 5,7-dihydrofuro[3,4-d]pyrimidine and pyrano[4,3-d]pyrimidine cores is described. (C) 2009 Elsevier Ltd. All rights reserved.