3-(pyridin-2-yl)oxazolidin-2-one | 1233503-24-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: 3-(pyridin-2-yl)oxazolidin-2-one
• 英文别名: 3-(2-pyridyl)oxazolidin-2-one；Pyridyl oxazolidinone；3-pyridin-2-yl-1,3-oxazolidin-2-one
• CAS: 1233503-24-6
• 化学式: C₈H₈N₂O₂
• 分子量: 164.164
• InChiKey: ROUWGCSENSJSIP-UHFFFAOYSA-N

物化性质

• 熔点：
  93-94 °C
• 沸点：
  280.7±9.0 °C(Predicted)
• 密度：
  1.316±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-碘吡啶 、 N-(2-羟基乙基)-氨基甲酸乙酯 在 copper(l) iodide 、 2,2,6,6-四甲基-3,5-庚二酮 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 20.0h， 以84%的产率得到3-(pyridin-2-yl)oxazolidin-2-one
  参考文献：
  名称：

  铜催化氨基醇氨基甲酸酯一锅法合成N-芳基恶唑烷酮

  摘要：

  已经开发出在氨基甲酸酯氨基甲酸酯的有效顺序分子内环化，然后在温和条件下与芳基碘化物进行铜催化的交叉偶联。该反应以高收率进行，并且可以耐受含有官能团（例如腈，酮，醚和卤素）的芳基碘化物。杂芳基碘化物和取代的氨基醇氨基甲酸酯也被很好地耐受。

  DOI：

  10.1021/ol502322c

文献信息

• A One-Pot Synthesis of <i>N</i> -Aryl-2-Oxazolidinones and Cyclic Urethanes by the Lewis Base Catalyzed Fixation of Carbon Dioxide into Anilines and Bromoalkanes
  作者：Teemu Niemi、Jesus E. Perea-Buceta、Israel Fernández、Otto-Matti Hiltunen、Vili Salo、Sari Rautiainen、Minna T. Räisänen、Timo Repo

  DOI：10.1002/chem.201602338

  日期：2016.7.18

  catalytic amounts of an organosuperbase such as Barton's base enables this transformation to proceed with high yields and exquisite substrate functional‐group tolerance under ambient CO2 pressure and mild temperature. This report also provides the first proof‐of‐principle for the single‐operation synthesis of elusive seven‐membered ring cyclic urethanes.

  描述了通过将二氧化碳直接插入容易获得的苯胺和二溴代烷烃中的，具有药学意义的N-芳基-恶唑烷酮的多组分组装方法。添加催化量的有机超碱（如Barton碱）可使该转化在环境CO 2压力和温和温度下以高收率和出色的底物官能团耐受性进行。该报告还为难以捉摸的七元环环状氨基甲酸酯的单操作合成提供了第一个原理证明。
• Pd-Catalyzed CN Bond Formation with Heteroaromatic Tosylates
  作者：Mette L. H. Mantel、Anders T. Lindhardt、Daniel Lupp、Troels Skrydstrup

  DOI：10.1002/chem.200903235

  日期：2010.5.10

  palladium(0)‐catalyzed amidation of heteroaromatic tosylates was successfully developed. The methodology proved to be effective for a variety of heteroaryl tosylates including the pyridine, pyrimidine, quinoline and quinoxaline ring systems. Successful carbonnitrogen bond formation with these heteroaryl tosylates could be performed with a wide range of primary amides, oxazolidinones, lactams, anilines and

  已成功开发了钯（0）催化杂芳族甲苯磺酸酯酰胺化的方案。该方法论已证明对多种杂芳基甲苯磺酸酯有效，包括吡啶，嘧啶，喹啉和喹喔啉环系。成功的碳与这些杂芳基甲苯磺酸酯氮键的形成可以与宽范围的伯酰胺，恶唑烷酮类，内酰胺，苯胺和吲哚，包括一个环状脲来执行。而且，该CN键形成反应提供了具有高结构多样性的产物。偶联反应也适合扩大规模的应用。
• Oxazolidinone combinatorial libraries, compositions and methods of preparation
  申请人：——

  公开号：US20020183371A1

  公开（公告）日：2002-12-05

  Oxazolidinones and methods for their synthesis are provided. Also provided are combinatorial libraries comprising oxazolidinones, and methods to prepare the libraries. Further provided are methods of making biologically active oxazolidinones as well as pharmaceutically acceptable compositions comprising the oxazolidinones. The methods of library preparation include the attachment of oxazolidinones to a solid support. The methods of compound preparation in one embodiment involve the reaction of an iminophosphorane with a carbonyl containing polymeric support.

  本发明提供了噁唑烷酮及其合成方法。还提供了包含噁唑烷酮的组合式文库以及制备这些文库的方法。此外，还提供了制备生物活性噁唑烷酮以及包含这些噁唑烷酮的药用组合物的方法。文库制备方法包括将噁唑烷酮附着到固体支持上。在一种实施例中，化合物制备方法涉及使用亚胺磷酰胺与含羰基的聚合物支持物反应。
• COMPOUNDS AND COMPOSITIONS AS INHIBITORS OF CANNABINOID RECEPTOR 1 ACTIVITY
  申请人：Liu Hong

  公开号：US20100234365A1

  公开（公告）日：2010-09-16

  The invention provides compounds, pharmaceutical compositions comprising such compounds and methods of using such compounds to treat or prevent diseases or disorders associated with the activity of Cannabinoid Receptor 1 (CB1).

  本发明提供了化合物、包含这些化合物的制药组合物以及使用这些化合物治疗或预防与大麻素受体1（CB1）活性相关的疾病或障碍的方法。
• CuI/N,N-dimethylglycine-catalyzed synthesis of N-aryloxazolidinones from aryl bromides
  作者：Jiaojiao Li、Yihua Zhang、Yongwen Jiang、Dawei Ma

  DOI：10.1016/j.tetlet.2012.05.081

  日期：2012.8

  CuI/N,N-dimethylglycine catalyzed coupling of aryl bromides with substituted oxazolidinones took place at 120 degrees C in DMF, affording the corresponding N-arylation products with good to excellent yields. A number of functional groups, such as ketone, nitrile, nitro, methoxy, and hydroxyl were tolerated under these conditions, thereby allowing diversity synthesis of N-aryloxazolidinones. (C) 2012 Elsevier Ltd. All rights reserved.