3-(3-benzyloxy-4-methoxyphenyl)-1-methyl-5-(pyrrolidin-1-ylcarbonyl)-4-(1H-pyrrol-1-yl)-1H-pyrazole | 916735-58-5

• 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-(3-benzyloxy-4-methoxyphenyl)-1-methyl-5-(pyrrolidin-1-ylcarbonyl)-4-(1H-pyrrol-1-yl)-1H-pyrazole
• 英文别名: [5-(4-Methoxy-3-phenylmethoxyphenyl)-2-methyl-4-pyrrol-1-ylpyrazol-3-yl]-pyrrolidin-1-ylmethanone
• CAS: 916735-58-5
• 化学式: C₂₇H₂₈N₄O₃
• 分子量: 456.544
• InChiKey: LRCOQBJARXKSDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  61.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3-benzyloxy-4-methoxyphenyl)-1-methyl-5-(pyrrolidin-1-ylcarbonyl)-4-(1H-pyrrol-1-yl)-1H-pyrazole 在 氢溴酸 、 三氯氧磷 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 生成 3-(3-hydroxy-4-methoxyphenyl)-1-methylpyrazolo[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-(3-benzyloxy-4-methoxyphenyl)-2H-pyrazole-3-carboxylate 在 4-氯吡啶盐酸盐 、 sodium hydride 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.25h， 生成 3-(3-benzyloxy-4-methoxyphenyl)-1-methyl-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