4-chloro-5-methyl-3-nitro-1H-pyrazol-1-amine | 1443279-61-5

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 4-chloro-5-methyl-3-nitro-1H-pyrazol-1-amine
• 英文别名: 4-chloro-5-methyl-3-nitropyrazol-1-amine
• CAS: 1443279-61-5
• 化学式: C₄H₅ClN₄O₂
• 分子量: 176.562
• InChiKey: QKFZYHFYSGTKFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  89.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-chloro-5-methyl-3-nitro-1H-pyrazol-1-amine 、 6-(3,5-dimethylpyrazol-1-yl)-1,2,4-triazolo[4,3-b][1,2,4,5]tetrazine 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以63%的产率得到N-(4-chloro-5-methyl-3-nitro-1H-pyrazol-1-yl)-[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-6-amine
  参考文献：
  名称：

  A Direct Approach to a 6-Hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazine Library

  摘要：

  The synthesis of 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines is reported. The functionalized secondary amines were constructed via a K2CO3-mediated SNAr reaction of weakly basic hetarylamines with 3-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines, which allowed displacement 3,5-dimethylpyrazolyl leaving group. Significantly, the reaction exhibited a broad substrate scope and proceeded in good yields.

  DOI：

  10.1021/ol403308h

文献信息

• A Direct Approach to a 6-Hetarylamino[1,2,4]triazolo[4,3-<i>b</i>][1,2,4,5]tetrazine Library
  作者：Nadezhda V. Palysaeva、Katerina P. Kumpan、Marina I. Struchkova、Igor L. Dalinger、Aleksandr V. Kormanov、Nataly S. Aleksandrova、Victor M. Chernyshev、Dmitrii F. Pyreu、Kyrill Yu. Suponitsky、Aleksei B. Sheremetev

  DOI：10.1021/ol403308h

  日期：2014.1.17

  The synthesis of 6-hetarylamino[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines is reported. The functionalized secondary amines were constructed via a K2CO3-mediated SNAr reaction of weakly basic hetarylamines with 3-(3,5-dimethylpyrazol-1-yl)[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazines, which allowed displacement 3,5-dimethylpyrazolyl leaving group. Significantly, the reaction exhibited a broad substrate scope and proceeded in good yields.