3-(4-methylphenyl)-5-pyrrolidin-1-ylcarbonyl-4-(1H-pyrrol-1-yl)-1H-pyrazole | 916735-56-3

• 英文名称: 3-(4-methylphenyl)-5-pyrrolidin-1-ylcarbonyl-4-(1H-pyrrol-1-yl)-1H-pyrazole
• CAS: 916735-56-3
• 化学式: C₁₉H₂₀N₄O
• 分子量: 320.394
• InChiKey: ZXNRBFFGDVDKPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.41
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  53.92
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3-(4-methylphenyl)-5-pyrrolidin-1-ylcarbonyl-4-(1H-pyrrol-1-yl)-1H-pyrazole 在 三氯氧磷 、 sodium hydroxide 作用下， 反应 6.0h， 以2%的产率得到3-(4-methylphenyl)pyrazolo[3,4-b]pyrrolizin-8(1H)-one
  参考文献：
  名称：

  Synthesis of Novel Pyrazolopyrrolizinones as Prospective Anticancer Agents

  摘要：

  Herein we describe the access of novel pyrazolopyrrolizinones from commercial arylacetonitriles. The first step conducts to the corresponding aminoester which was first submitted to Clauson-Kaas procedure. Amidification and cyclisation afford then the first examples of the expected heterocycles. In order to improve the sequence and to obtain N-substituted isomers, 3-aryl-5-(pyrrolidin-1-ylcarbonyl)-4-(1H-pyrrol-1-yl)-1H-pyrazoles (5) were alkylated and conduct to two different N-substituted pyrazoles. These novel products were separated by chromatography and clearly identified using different analytical techniques. Application of the cyclisation procedure conducts then to the two corresponding final title products.

  DOI：

  10.3987/com-06-10824
• 作为产物：
  描述：

  ethyl 4-amino-5-(4-methylphenyl)-2H-pyrazole-3-carboxylate 在 4-氯吡啶盐酸盐 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.25h， 生成 3-(4-methylphenyl)-5-pyrrolidin-1-ylcarbonyl-4-(1H-pyrrol-1-yl)-1H-pyrazole
  参考文献：
  名称：

  Synthesis of Novel Pyrazolopyrrolizinones as Prospective Anticancer Agents

  摘要：

  Herein we describe the access of novel pyrazolopyrrolizinones from commercial arylacetonitriles. The first step conducts to the corresponding aminoester which was first submitted to Clauson-Kaas procedure. Amidification and cyclisation afford then the first examples of the expected heterocycles. In order to improve the sequence and to obtain N-substituted isomers, 3-aryl-5-(pyrrolidin-1-ylcarbonyl)-4-(1H-pyrrol-1-yl)-1H-pyrazoles (5) were alkylated and conduct to two different N-substituted pyrazoles. These novel products were separated by chromatography and clearly identified using different analytical techniques. Application of the cyclisation procedure conducts then to the two corresponding final title products.

  DOI：

  10.3987/com-06-10824