2-羟基-3,5-二氟吡啶 | 914482-23-8

• 物质功能分类: 有机原料 - 有机氟化合物 - 氟吡啶系列
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-羟基-3,5-二氟吡啶
• 中文别名: 3,5-二氟-2-羟基吡啶
• 英文名称: 3,5-difluoro-2-oxopyridin
• 英文别名: 2(1H)-Pyridinone, 3,5-difluoro-；3,5-difluoro-1H-pyridin-2-one
• CAS: 914482-23-8
• 化学式: C₅H₃F₂NO
• 分子量: 131.082
• InChiKey: CQPCSKARWXNHPS-UHFFFAOYSA-N

物化性质

• 沸点：
  200.0±40.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  2-羟基-3,5-二氟吡啶 、 2-氟-4-碘苯胺 在 copper(l) iodide 8-羟基喹啉 作用下， 以 二甲基亚砜 为溶剂， 以58%的产率得到1-(4-Amino-3-fluorophenyl)-3,5-difluoropyridin-2-one
  参考文献：
  名称：

  A versatile copper-catalyzed coupling reaction of pyridin-2(1H)-ones with aryl halides

  摘要：

  A robust method has been developed to couple a wide variety of pyridin-2-ones and aryl halides. This C-N bond forming reaction makes use of catalytic copper(I) iodide and the ligand 8-hydroxyquinoline. These conditions tolerate a wide degree of functionality on both the aryl halide and pyridin-2-one reactants and have resulted in numerous examples being synthesized. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.08.112

文献信息

• Electrochemical Azo‐free Mitsunobu‐type Reaction
  作者：Quanping Guo、Yangye Jiang、Rongjin Zhu、Wenhui Yang、Pengfei Hu

  DOI：10.1002/anie.202402878

  日期：——

  The classic chemical Mitsunobu reaction suffers from the need of excess alcohol activation reagents and the generation of significant by‐products. Efforts to overcome these limitations have resulted in numerous creative solutions, but the substrate scope of these catalytic processes remains limited. Here we report an electrochemical Mitsunobu‐type reaction, which features azo‐free alcohol activation and broad substrate scope. This user‐friendly technology allows a vast collection of heterocycles as the nucleophile, which can couple with a series of chiral cyclic and acyclic alcohols in moderate to high yields and excellent ee's. This practical reaction is scalable, chemoselective, uses simple Electrasyn setup with inexpensive electrodes and requires no precaution to exclude air and moisture. The synthetic utility is further demonstrated on the structural modification of diverse bioactive natural products and pharmaceutical derivatives and its straightforward application in a multiple‐step synthesis of a drug candidate.
• A versatile copper-catalyzed coupling reaction of pyridin-2(1H)-ones with aryl halides
  作者：Kevin J. Filipski、Jeffrey T. Kohrt、Agustin Casimiro-Garcia、Chad A. Van Huis、Danette A. Dudley、Wayne L. Cody、Christopher F. Bigge、Shrilakshmi Desiraju、Shaoyi Sun、Samarendra N. Maiti、Mohamad R. Jaber、Jeremy J. Edmunds

  DOI：10.1016/j.tetlet.2006.08.112

  日期：2006.10

  A robust method has been developed to couple a wide variety of pyridin-2-ones and aryl halides. This C-N bond forming reaction makes use of catalytic copper(I) iodide and the ligand 8-hydroxyquinoline. These conditions tolerate a wide degree of functionality on both the aryl halide and pyridin-2-one reactants and have resulted in numerous examples being synthesized. (c) 2006 Elsevier Ltd. All rights reserved.