N1-phenyl-3-{2-[(dimethylamino)carbonyl]-1-methyl-3-oxobutyl}-4-methyl-1H-1-pyrazolecarboxamide | 1027008-76-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N1-phenyl-3-{2-[(dimethylamino)carbonyl]-1-methyl-3-oxobutyl}-4-methyl-1H-1-pyrazolecarboxamide
• 英文别名: 3-[3-(dimethylcarbamoyl)-4-oxopentan-2-yl]-4-methyl-N-phenylpyrazole-1-carboxamide
• CAS: 1027008-76-9
• 化学式: C₁₉H₂₄N₄O₃
• 分子量: 356.425
• InChiKey: LTTPXOWDQFLGJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  84.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N1-phenyl-2-{(5E)-2-[(dimethylamino)carbonyl]-6-methoxy-1,3,5-trimethyl-4-oxo-5-hexenylidene}-1-hydrazinecarboxamide 在 Amberlyst 15 作用下， 以 四氢呋喃 为溶剂， 以61%的产率得到N1-phenyl-3-{2-[(dimethylamino)carbonyl]-1-methyl-3-oxobutyl}-4-methyl-1H-1-pyrazolecarboxamide
  参考文献：
  名称：

  Flexible Protocol for the Chemo- and Regioselective Building of Pyrroles and Pyrazoles by Reactions of Danishefsky’s Dienes with 1,2-Diaza-1,3-butadienes

  摘要：

  The versatility of the Mukaiyama-Michael-type addition/heterocyclization of Danishefsky's diene with 1,2-diaza-1,3-butadienes was applied to the synthesis of both 4H-1-aminopyrroles and 4,5H-pyrazoles. Thus, the same reagents furnished different types of highly functionalized azaheterocycles essentially depending on their structure: as a matter of fact, R-1 = COOR or CONR2 differently affects the acidity of the proton at the adjacent carbon. An unexpected formation of 5H-1-aminopyrroles from the reactions carried out in water was also observed.

  DOI：

  10.1021/ol800557h