3-(4-bromobenzyl)-2H-pyrido[1,2-a]pyrimidin-2-one | 1313184-03-0

• 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-(4-bromobenzyl)-2H-pyrido[1,2-a]pyrimidin-2-one
• 英文别名: 3-[(4-Bromophenyl)methyl]pyrido[1,2-a]pyrimidin-2-one
• CAS: 1313184-03-0
• 化学式: C₁₅H₁₁BrN₂O
• 分子量: 315.169
• InChiKey: DICZNDUAPBJQGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-氨基吡啶 、 methyl 2-(acetoxy(4-bromophenyl)methyl)acrylate 以 neat (no solvent) 为溶剂， 生成 3-(4-bromobenzyl)-2H-pyrido[1,2-a]pyrimidin-2-one
  参考文献：
  名称：

  Microwave-assisted cyclocondensation: a rapid and solvent-free synthesis of 3-benzyl-2H-pyrido[1,2-a]pyrimidin-2-one derivatives

  摘要：

  Microwave-induced cyclocondensation of methyl 2-(acetoxy(phenyl)methyl)acrylate with 2-aminopyridines under catalyst and solvent-free conditions has been achieved for a rapid synthesis of 3-substituted-2H-pyrido[1,2-a]pyrimidin-2-ones in good yields with high selectivity in short reaction times. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.138

文献信息

• Highly efficient one-pot synthesis of fused pyrimidones from 2-heteroaryl amines and Morita–Baylis–Hillman carbonates<i>via</i>intermolecular cyclocondensation
  作者：Surendra Babu Inturi、Biswajit Kalita、A. Jafar Ahamed

  DOI：10.1080/00397911.2018.1479761

  日期：2018.8.18

  highly selective and efficient cyclocondensation reaction for construction of various 3-substituted-2H-pyrido[1,2-a]pyrimidin-2-ones and related fused pyrimidones from allylic carbonates and 2-heteroaryl amines has been developed. The transformation involves one-pot sequential aza-Michael addition, intramolecular acyl substitution, and [1,3]-H shift. The method is catalyst free, eco-friendly, scalable, and

  摘要 开发了一种高选择性和高效的环缩合反应，用于从烯丙基碳酸酯和 2-杂芳基胺构建各种 3-取代-2H-吡啶并[1,2-a]嘧啶-2-酮和相关的稠合嘧啶酮。转化包括一锅连续的 aza-Michael 加成、分子内酰基取代和 [1,3]-H 移位。该方法无催化剂、环保、可扩展，反应时间短，无需后处理，无需柱纯化，具有广泛的官能团耐受性。图形概要
• A solvent-free protocol for one pot conversion of Baylis Hillman acetates to pyridopyrimidinones
  作者：R. Sreevani、A. Manjula、B. Vittal Rao

  DOI：10.1002/jhet.560

  日期：2011.5

  A facile one pot transformation of Baylis Hillman acetates to pyrido[1,2‐a]pyrimidin‐2‐ones by reaction with 2‐amino pyridine in a total solvent‐free protocol is illustrated. The 3‐substituted‐2H‐pyrido[1,2‐a]pyrimidin‐2‐ones are obtained in pure form without involving any purification technique or solvent. J. Heterocyclic Chem., (2011).

  举例说明了在完全无溶剂的条件下，通过与2-氨基吡啶反应将Baylis Hillman乙酸酯轻松地一锅转化为吡啶并[1,2-a]嘧啶-2-酮的方法。3-取代-2H-吡啶并[1,2-a]嘧啶-2-酮以纯净形式获得，无需任何纯化技术或溶剂。J.杂环化​​学。（2011）。