2-(1-chloroethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole | 762241-01-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(1-chloroethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole
• CAS: 762241-01-0
• 化学式: C₅H₄ClF₃N₂O
• mdl: MFCD22565949
• 分子量: 200.548
• InChiKey: WSULFVXKZINGRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(1-chloroethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole 、 乙二胺 以 甲醇 为溶剂， 反应 1.0h， 以68%的产率得到2,2,2-trifluoro-N'-[(2Z)-3-methylpiperazin-2-ylidene]acetohydrazide
  参考文献：
  名称：

  Synthesis of [1,2,4]Triazolo[4,3-α]piperazines via Highly Reactive Chloromethyloxadiazoles

  摘要：

  A concise, modular approach for the synthesis of [1,2,4]triazolo[4,3-alpha]piperazines via condensation of highly reactive chloromethyloxadiazoles with ethylenediamines is described. NMR studies of this reaction provide evidence that suggests a novel activation mechanism for electrondeficient chloromethyloxadiazoles.

  DOI：

  10.1021/ol0474406
• 作为产物：
  描述：

  2-chloro-N'-(trifluoroacetyl)propionohydrazide 在 三氯氧磷 作用下， 以 乙腈 为溶剂， 反应 17.0h， 以71%的产率得到2-(1-chloroethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis of [1,2,4]Triazolo[4,3-α]piperazines via Highly Reactive Chloromethyloxadiazoles

  摘要：

  A concise, modular approach for the synthesis of [1,2,4]triazolo[4,3-alpha]piperazines via condensation of highly reactive chloromethyloxadiazoles with ethylenediamines is described. NMR studies of this reaction provide evidence that suggests a novel activation mechanism for electrondeficient chloromethyloxadiazoles.

  DOI：

  10.1021/ol0474406

文献信息

• [EN] PROCESS TO TETRAHYDROTRIAZOLOPYRAZINES AND INTERMEDIATES<br/>[FR] PROCEDE POUR PREPARER DES TETRAHYDROTRIAZOLOPYRAZINES ET LEURS PRODUITS INTERMEDIAIRES
  申请人：MERCK & CO INC

  公开号：WO2004080958A2

  公开（公告）日：2004-09-23

  A novel process is provided for the preparation of substituted-5,6,7,8-tetrahydro[1,2,4]-triazolo[4,3-α]pyrazines which are useful in the synthesis of dipeptidyl peptidase-IV inhibitors for the treatment of Type 2 diabetes. Also provided are useful intermediates obtained from the process.
• Synthesis of [1,2,4]Triazolo[4,3-α]piperazines via Highly Reactive Chloromethyloxadiazoles
  作者：Jaume Balsells、Lisa DiMichele、Jinchu Liu、Michele Kubryk、Karl Hansen、Joseph D. Armstrong

  DOI：10.1021/ol0474406

  日期：2005.3.1

  A concise, modular approach for the synthesis of [1,2,4]triazolo[4,3-alpha]piperazines via condensation of highly reactive chloromethyloxadiazoles with ethylenediamines is described. NMR studies of this reaction provide evidence that suggests a novel activation mechanism for electrondeficient chloromethyloxadiazoles.