3-phenyl-5-(pyrrolidin-1-yl)-1,2,4-oxadiazole | 7627-12-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-phenyl-5-(pyrrolidin-1-yl)-1,2,4-oxadiazole
• 英文别名: 3-Phenyl-5-pyrrolidino-1,2,4-oxadiazol；3-Phenyl-5-pyrrolidin-1-yl-1,2,4-oxadiazole
• CAS: 7627-12-5
• 化学式: C₁₂H₁₃N₃O
• 分子量: 215.255
• InChiKey: FHYJLGKEVGQUCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-甲基吡咯烷 、 3-苯基-1,2,4-恶二唑 在 碘 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 以84 %的产率得到3-phenyl-5-(pyrrolidin-1-yl)-1,2,4-oxadiazole
  参考文献：
  名称：

  Tertiary Amines as Temporary Masked Secondary Amines: A Direct Access to 5-Dialkylamino-1,2,4-oxadiazoles from 1,2,4-Oxadiazol-5(4H)-ones

  摘要：

  A novel strategy utilizing tertiary amines as temporary masked secondary amines to synthesize 5-dialkylamino 1,2,4-oxadiazoles via Ph3P-I2 mediated amination of 1,2,4-oxadiazol-5(4H)-ones was developed. A one-step N-dealkylative functionalization of tertiary amines with the 1,2,4-oxadiazole ring enables a convenient access to diverse 5-amino-1,2,4-oxadiazoles. Additionally, orthogonally functionalized piperazine derivatives can be effectively constructed through site-selective reaction of 1,4-dialkylpiperazines or via a sequential N-functionalization of 1-methylpiperazine obviating laborious protection/deprotection steps.

  DOI：

  10.1055/s-0042-1751555