5-amino-4-(benzotriazol-1-ylmethyl)-3-tert-butyl-1-phenylpyrazole | 402519-06-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-4-(benzotriazol-1-ylmethyl)-3-tert-butyl-1-phenylpyrazole
• 英文别名: 5-amino-4-(benzotriazol-1-ylmethyl)-1-phenyl-3-tert-butylpyrazole；4-(benzotriazol-1-ylmethyl)-5-tert-butyl-2-phenylpyrazol-3-amine
• CAS: 402519-06-6
• 化学式: C₂₀H₂₂N₆
• 分子量: 346.435
• InChiKey: JGYPQNYRSVESFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  74.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-乙烯基吡咯烷酮 、 5-amino-4-(benzotriazol-1-ylmethyl)-3-tert-butyl-1-phenylpyrazole 在 对甲苯磺酸 作用下， 反应 0.08h， 以50%的产率得到3-tert-butyl-1-phenyl-6-(N-pyrrolidin-2-onyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-b]pyridine
  参考文献：
  名称：

  Synthesis of novel hydropyrazolopyridine derivatives in solvent-free conditions via benzotriazole methodology

  摘要：

  The reaction between 5-[N-(benzotriazol-1-ylmethyl)amino]-3-tert-butyl-1-phenylpyrazole or 5-amino-4-(benzotriazol-1-ylmethyl)-3-tert-butyl-1-phenylpyrazole with some unactivated and electron-rich alkenes has followed heterocyclization reactions to yield hydropyrazolopyridines, under solvent-free conditions, as predicted by benzotriazole methodology in contrast with those results obtained under solution. The reaction mechanism was proposed after fully spectroscopic analysis of final products and intermediates. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.07.028
• 作为产物：
  描述：

  5-[N-(1H-benzotriazol-1-ylmethyl)amino]-3-tert-butyl-1-phenylpyrazole 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以90%的产率得到5-amino-4-(benzotriazol-1-ylmethyl)-3-tert-butyl-1-phenylpyrazole
  参考文献：
  名称：

  An unexpected chemical behavior of 5-N-(benzotriazol-1-ylmethyl)amino-3-tert-butyl-1-phenylpyrazole

  摘要：

  A rearrangement product or a pyrazolic Troger's base were unexpectedly obtained when 5-N-(benzotriazol-1-ylmethyl)amino-3-tert-butyl-1-phenylpyrazole was treated with electron-rich alkenes with well protic or Lewis acid catalyst, respectively, when tetrahydropyrazolopyridines were expected according with the benzotriazole methodology. The structure of the products was confirmed by NMR and X-ray diffraction techniques. Mechanisms for their formation are also proposed. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)01115-2