ethyl 4-(3-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-4-yl)-1,6-dimethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 4-(3-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-4-yl)-1,6-dimethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
• 英文别名: Ethyl 6-[3-(4-methoxyphenyl)-1-phenylpyrazol-4-yl]-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate
• 化学式: C₂₅H₂₆N₄O₄
• 分子量: 446.506
• InChiKey: MFZVUPIFRAFDIK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  85.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 4-(3-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-4-yl)-1,6-dimethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate 在 potassium peroxomonosulphate 、 cobalt(II) nitrate 作用下， 以 水 、 乙腈 为溶剂， 反应 4.0h， 以71%的产率得到ethyl 1-methyl-4-[3-(4-methoxyphenyl)-1-phenyl-1H-pyrazolyl]-pyrimidin-2(1H)-one-5-carboxylate
  参考文献：
  名称：

  An unusual oxidation–dealkylation of 3,4-dihydropyrimidin-2(1H)-ones mediated by Co(NO3)2·6H2O/K2S2O8 in aqueous acetonitrile

  摘要：

  4-Aryl-6-methyl-3,4-dihydropyrimidin-2(1H)-one (DHPM) scaffolds of Biginelli type were oxidized using Co(II)/S2O82- and the reaction afforded 6-unsubstituted pyrimidin-2(1H)-ones through an unprecedented dealkylation process. 4-Alkyl DHPMs under similar conditions afforded yet another unusual product, ethyl tetrahydropyrimidin-2,4(1H,3H)-dione-5-carboxylate. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.11.010
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 N-甲基脲 、 3-(4-甲氧基苯基)-1-苯基-1H-吡唑-4-甲醛 在 phospho-tungstic acid 、 phosphotungstic acid 作用下， 以 甲醇 为溶剂， 反应 7.0h， 以71%的产率得到ethyl 4-(3-(4-methoxyphenyl)-1-phenyl-1H-pyrazol-4-yl)-1,6-dimethyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
  参考文献：
  名称：

  磷钨酸促进的新型4-吡唑基-2-氧代-1,2,3,4-四氢嘧啶的合成

  摘要：

  使用吡唑醛，乙酰乙酸乙酯和尿素进行磷钨酸（一种Keggin型杂多酸催化的Biginelli反应），合成了新颖的4-吡唑基-2-氧代-1,2,3,4-四氢嘧啶-嘧啶。

  DOI：

  10.1002/jhet.5570420518

文献信息

• An unusual oxidation–dealkylation of 3,4-dihydropyrimidin-2(1H)-ones mediated by Co(NO3)2·6H2O/K2S2O8 in aqueous acetonitrile
  作者：Pachaiyappan Shanmugam、Paramasivan T. Perumal

  DOI：10.1016/j.tet.2006.11.010

  日期：2007.1

  4-Aryl-6-methyl-3,4-dihydropyrimidin-2(1H)-one (DHPM) scaffolds of Biginelli type were oxidized using Co(II)/S2O82- and the reaction afforded 6-unsubstituted pyrimidin-2(1H)-ones through an unprecedented dealkylation process. 4-Alkyl DHPMs under similar conditions afforded yet another unusual product, ethyl tetrahydropyrimidin-2,4(1H,3H)-dione-5-carboxylate. (c) 2006 Elsevier Ltd. All rights reserved.
• Synthesis of novel 4-pyrazolyl-2-oxo-1,2,3,4-tetrahydropyrimidines promoted by phosphotungstic acid
  作者：Ganesabaskaran Sivaprasad、Paramasivan T. Peramal

  DOI：10.1002/jhet.5570420518

  日期：2005.7

  Phosphotungstic acid, a keggin's type heteropoly acid catatalysed Biginelli reaction was carried out using pyrazole aldehyde, ethyl acetoacetate and urea to synthesis novel 4-pyrazolyl -2-oxo-1,2,3,4-tetrahydropy- rimidines.

  使用吡唑醛，乙酰乙酸乙酯和尿素进行磷钨酸（一种Keggin型杂多酸催化的Biginelli反应），合成了新颖的4-吡唑基-2-氧代-1,2,3,4-四氢嘧啶-嘧啶。