tert-butyl 4-(6-(4-chloro-2-(trifluoromethyl)phenyl)-2-methylpyrimidine-4-carbonyl)piperazine-1-carboxylate | 1636166-32-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl 4-(6-(4-chloro-2-(trifluoromethyl)phenyl)-2-methylpyrimidine-4-carbonyl)piperazine-1-carboxylate
• CAS: 1636166-32-9
• 化学式: C₂₂H₂₄ClF₃N₄O₃
• 分子量: 484.906
• InChiKey: YAQMCJOXEGKTRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  33.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  75.63
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(6-(4-chloro-2-(trifluoromethyl)phenyl)-2-methylpyrimidine-4-carbonyl)piperazine-1-carboxylate 在 三乙胺 、 三氟乙酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 9.0h， 生成 (6-(4-chloro-2-(trifluoromethyl)phenyl)-2-methylpyrimidin-4-yl)(4-(cyclopropylsulfonyl)piperazin-1-yl)methanone
  参考文献：
  名称：

  Synthesis, Antibacterial, Anthelmintic and Anti-Inflammatory Studies of Novel Methylpyrimidine Sulfonyl Piperazine Derivatives

  摘要：

  A strategic synthesis of novel methylpyrimidine sulfonyl piperazines involving Suzuki coupling was designed and pharmacological activities of the compounds were evaluated. Reactions were carried out under conventional method and show good functional group transformations and high yields. Structures of the newly synthesized compounds were established by infrared spectroscopy (IR), H-1 and C-13 nuclear magnetic resonance (NMR) and liquid chromatography-mass spectrometry (LC-MS) and elemental analysis. The compounds were tested for in vitro antibacterial activity against Escherichia coli and Staphylococcus aureus bacterial strains, anthelmintic activity using Pheretima posthuma and anti-inflammatory activity involving carrageenan induced rat paw edema model. Some compounds were proven to be potent pharmacophores.

  DOI：

  10.5935/0103-5053.20140073
• 作为产物：
  描述：

  methyl 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2‑dioxaborolan-2-yl)pyrimidine-4-carboxylate 在 trans-bis(triphenylphosphine)palladium dichloride 、 potassium acetate 、 1-丙基磷酸酐 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 1,2-二氯乙烷 为溶剂， 反应 16.0h， 生成 tert-butyl 4-(6-(4-chloro-2-(trifluoromethyl)phenyl)-2-methylpyrimidine-4-carbonyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Synthesis, Antibacterial, Anthelmintic and Anti-Inflammatory Studies of Novel Methylpyrimidine Sulfonyl Piperazine Derivatives

  摘要：

  A strategic synthesis of novel methylpyrimidine sulfonyl piperazines involving Suzuki coupling was designed and pharmacological activities of the compounds were evaluated. Reactions were carried out under conventional method and show good functional group transformations and high yields. Structures of the newly synthesized compounds were established by infrared spectroscopy (IR), H-1 and C-13 nuclear magnetic resonance (NMR) and liquid chromatography-mass spectrometry (LC-MS) and elemental analysis. The compounds were tested for in vitro antibacterial activity against Escherichia coli and Staphylococcus aureus bacterial strains, anthelmintic activity using Pheretima posthuma and anti-inflammatory activity involving carrageenan induced rat paw edema model. Some compounds were proven to be potent pharmacophores.

  DOI：

  10.5935/0103-5053.20140073