3-(4-chlorophenyl)-5-ethenyl-4-ethoxy-1-phenyl-1H-pyrazolo[3,4-b]pyridine | 1345980-88-2

• 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-(4-chlorophenyl)-5-ethenyl-4-ethoxy-1-phenyl-1H-pyrazolo[3,4-b]pyridine
• 英文别名: 3-(4-chlorophenyl)-5-ethenyl-4-ethoxy-1-phenylpyrazolo[3,4-b]pyridine
• CAS: 1345980-88-2
• 化学式: C₂₂H₁₈ClN₃O
• 分子量: 375.857
• InChiKey: SSLUQEOLEBBRNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (Z)-3-[[3-(4-chlorophenyl)-1-phenyl-1H-pyrazol-5-ylamino]methylene]dihydrofuran-2-(3H)-one 在 三氯氧磷 作用下， 以 乙醇 为溶剂， 生成 3-(4-chlorophenyl)-5-ethenyl-4-ethoxy-1-phenyl-1H-pyrazolo[3,4-b]pyridine
  参考文献：
  名称：

  Use of sodium salt of cyclic β-formylester for synthesis of dihydro-2H-furo[2,3-d]pyrazolo[3,4-b]pyridines and pyrazolo[3,4-b]pyrrolo[2,3-d]pyridines

  摘要：

  The chemoselective reaction of the sodium salt of alpha-formyl-gamma-butyrolactone and 5-aminopyrazole furnished dihydrofuro[2,3-d]pyrazolo[3,4-b]pyridine at two different reaction conditions, i.e., with NH4OAc or in refluxing AcOH. The same reactants when refluxed in MeOH and AcOH produced a pyrazolylamino dihydrofuranone derivative. A mixture of 2-chloroethyl-4-chloropyrazolopyridines and dihydrofuro[2,3-d]pyrazolo[3,4-b]pyridine derivatives was obtained on refluxing the intermediate dihydrofuranone in POCl3. A one-step synthesis of tricyclic pyrazolopyrrolopyridines and thienopyrazolopyridines resulted from SNAr reaction of 2-chloroethyl-4-chloropyrazolopyridines with primary aromatic amines and with thiourea.

  DOI：

  10.1007/s00706-011-0535-1