3-benzyl-2-phenyl-3,4-dihydropyrido[2,3-d]pyrimidine-4-one | 204933-34-6

• 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: 3-benzyl-2-phenyl-3,4-dihydropyrido[2,3-d]pyrimidine-4-one
• 英文别名: 3-benzyl-2-phenylpyrido[2,3-d]pyrimidin-4(3H)-one；3-Benzyl-2-phenylpyrido[2,3-d]pyrimidin-4-one
• CAS: 204933-34-6
• 化学式: C₂₀H₁₅N₃O
• 分子量: 313.359
• InChiKey: GRVMCLOTIORVPI-UHFFFAOYSA-N

物化性质

• 沸点：
  523.3±52.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-benzyl-2-phenyl-3,4-dihydropyrido[2,3-d]pyrimidine-4-one 在 sodium tetrahydroborate 作用下， 以 乙醇 、 二乙二醇二甲醚 为溶剂， 反应 4.0h， 以95%的产率得到
  参考文献：
  名称：

  Herold, Franciszek; Kleps, Jerzy; Chodkowski, Andrzej, Acta poloniae pharmaceutica, 1997, vol. 54, # 6, p. 471 - 478

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基烟酸 在 亚磷酸三苯酯 作用下， 以 吡啶 为溶剂， 反应 1.0h， 生成 3-benzyl-2-phenyl-3,4-dihydropyrido[2,3-d]pyrimidine-4-one
  参考文献：
  名称：

  Microwave-assisted one-pot synthesis of 2,3-disubstituted 3H-quinazolin-4-ones

  摘要：

  A practical synthesis of 2,3-disubstituted 3H-quinazolin-4-ones 1 with broad chemistry scope is described. The key step is the microwave promoted one-pot, two-step reaction sequence combining anthranilic acids, carboxylic acids, and amines providing efficient access to this important class of heterocycles. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.008

文献信息

• Copper-catalyzed consecutive reaction to construct quinazolin-4(3H)-ones and pyrido[2,3-d]pyrimidin-4(3H)-ones
  作者：Ting Li、Minglu Chen、Lei Yang、Zhengxin Xiong、Yongwei Wang、Fei Li、Dongyin Chen

  DOI：10.1016/j.tet.2015.12.059

  日期：2016.2

  and pyrido[2,3-d]pyrimidin-4(3H)-ones from easily available 2-halobenzamides (or 2-halonicotinamides), aldehydes, and sodium azide has been developed, which gave the corresponding target products in 50–95% yields for 29 examples. This remarkable consecutive process involved sequential copper-catalyzed SNAr, reduction, cyclization, and oxidation. Notably, this work would provide a novel synthetic strategy

  从容易获得的2-卤代苯甲酰胺（或2-卤代烟酰胺）中高效，实用地铜催化连续合成喹唑啉-4（3 H）-酮和吡啶并[2,3 - d ]嘧啶-4（3 H）-酮，已开发出醛和叠氮化钠，从而使29个实例的相应目标产物收率达到50-95％。这个非同寻常的连续过程涉及连续的铜催化的S N Ar，还原，环化和氧化。值得注意的是，这项工作将为含有喹唑啉酮类骨架的生物活性分子提供一种新颖的合成策略。
• Ligand-Free Pd-Catalyzed and Copper-Assisted C–H Arylation of Quinazolin-4-ones with Aryl Iodides under Microwave Heating
  作者：Sylvain Laclef、Marine Harari、Julien Godeau、Isabelle Schmitz-Afonso、Laurent Bischoff、Christophe Hoarau、Vincent Levacher、Corinne Fruit、Thierry Besson

  DOI：10.1021/acs.orglett.5b00467

  日期：2015.4.3

  A microwave-assisted method for the palladium-catalyzed direct arylation of quinazolin-4-one has been developed under copper-assistance. This method is applicable to a wide range of aryl iodides and substituted (2H)-quinazolin-4-ones. This protocol provides a simple and efficient way to synthesize biologically relevant 2-arylquinazolin-4-one backbones.
• Pyrido[2,3-d]pyrimidine Derivatives: Synthesis via the Intermolecular Aza-Wittig Reaction/Heterocyclization and the Crystal Structure
  作者：Tomohiro Okawa

  DOI：10.1055/s-1998-2170

  日期：1998.10
• Microwave-assisted one-pot synthesis of 2,3-disubstituted 3H-quinazolin-4-ones
  作者：Ji-Feng Liu、Jaekyoo Lee、Audra M. Dalton、Grace Bi、Libing Yu、Carmen M. Baldino、Eric McElory、Matt Brown

  DOI：10.1016/j.tetlet.2005.01.008

  日期：2005.2

  A practical synthesis of 2,3-disubstituted 3H-quinazolin-4-ones 1 with broad chemistry scope is described. The key step is the microwave promoted one-pot, two-step reaction sequence combining anthranilic acids, carboxylic acids, and amines providing efficient access to this important class of heterocycles. (C) 2005 Elsevier Ltd. All rights reserved.
• Herold, Franciszek; Kleps, Jerzy; Chodkowski, Andrzej, Acta poloniae pharmaceutica, 1997, vol. 54, # 6, p. 471 - 478
  作者：Herold, Franciszek、Kleps, Jerzy、Chodkowski, Andrzej

  DOI：——

  日期：——