7-(4-flurophenyl)-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyrimidine | 1355646-56-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 7-(4-flurophenyl)-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyrimidine
• 英文别名: 7-(4-Fluorophenyl)-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyrimidine；7-(4-fluorophenyl)-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyrimidine
• CAS: 1355646-56-8
• 化学式: C₁₉H₁₄FN₃O
• 分子量: 319.338
• InChiKey: CRRQFDXFWHWMKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  39.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one 、 5-氨基-3-(4-甲氧基苯基)-1H-吡唑 在 Mg-Al hydrotalcite 作用下， 反应 0.25h， 以90%的产率得到7-(4-flurophenyl)-2-(4-methoxyphenyl)pyrazolo[1,5-a]pyrimidine
  参考文献：
  名称：

  Mg–Al hydrotalcites as efficient catalysts for aza-Michael addition reaction: A green protocol

  摘要：

  Mg-Al hydrotalcite was synthesized by a co-precipitation method. We have studied the effect of calcination temperature and hydration of the calcined phases on their catalytic activity for the synthesis of pyrazolo[1,5-a]pyrimidine derivatives (aza-Michael addition product). The structure of the as-synthesized sample and the presence of the anions in the interlayer galleries of hydrotalcites, have been determined by X-ray diffraction and FTIR spectroscopy. On calcining the material at 450 degrees C, it was amorphous periclase phase. Re-hydration of the calcined phase resulted in the formation of hydrotalcite-like phase. Such treatment to the as-synthesized hydrotalcite significantly changed the pore structure and the BET-surface area as determined from N-2 physisorption at 77 K. The as-synthesized Mg-Al-hydrotalcite catalyst was found to be the most efficient for the aza-Michael reaction relative to the activated solid catalysts tested. The high performance of this catalyst was attributed to the co-operative contribution of its acidic and basic sites. We have shown that this microwave assisted reaction provides an eco-friendly alternative to the conventional syntheses where soluble bases are used. Furthermore, the reaction was performed over a considerably shorter time scale and generated significantly higher yields than traditional methods. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2011.11.015

文献信息

• Mg–Al hydrotalcites as efficient catalysts for aza-Michael addition reaction: A green protocol
  作者：Mohamed Mokhtar、Tamer S. Saleh、Sulaiman N. Basahel

  DOI：10.1016/j.molcata.2011.11.015

  日期：2012.2

  Mg-Al hydrotalcite was synthesized by a co-precipitation method. We have studied the effect of calcination temperature and hydration of the calcined phases on their catalytic activity for the synthesis of pyrazolo[1,5-a]pyrimidine derivatives (aza-Michael addition product). The structure of the as-synthesized sample and the presence of the anions in the interlayer galleries of hydrotalcites, have been determined by X-ray diffraction and FTIR spectroscopy. On calcining the material at 450 degrees C, it was amorphous periclase phase. Re-hydration of the calcined phase resulted in the formation of hydrotalcite-like phase. Such treatment to the as-synthesized hydrotalcite significantly changed the pore structure and the BET-surface area as determined from N-2 physisorption at 77 K. The as-synthesized Mg-Al-hydrotalcite catalyst was found to be the most efficient for the aza-Michael reaction relative to the activated solid catalysts tested. The high performance of this catalyst was attributed to the co-operative contribution of its acidic and basic sites. We have shown that this microwave assisted reaction provides an eco-friendly alternative to the conventional syntheses where soluble bases are used. Furthermore, the reaction was performed over a considerably shorter time scale and generated significantly higher yields than traditional methods. (C) 2011 Elsevier B.V. All rights reserved.