ethyl 1-allyl-5-(o-tolyl)-1H-pyrazole-3-carboxylate | 1203475-33-5

• 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 1-allyl-5-(o-tolyl)-1H-pyrazole-3-carboxylate
• CAS: 1203475-33-5
• 化学式: C₁₆H₁₈N₂O₂
• 分子量: 270.331
• InChiKey: WGZDKQUBXKTWJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.12
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 1-allyl-5-(o-tolyl)-1H-pyrazole-3-carboxylate 、 3-吡啶醛肟 在 sodium hypochlorite 作用下， 以 二氯甲烷 为溶剂， 以53%的产率得到ethyl 1-((3-(pyridin-3-yl)-4,5-dihydroisoxazol-5-yl)methyl)-5-(o-tolyl)-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Parallel Synthesis of Bis-heterocyclic Isoxazolylmethyl- and Isoxazolinylmethylpyrazoles

  摘要：

  The solution-phase parallel synthesis of a 136-member library of isoxazol(in)e-CH2-pyrazoles is described. X-ray crystallographic structure determination verified the regioselectivities of the N-alkylation and nitrile oxide 1,3-dipolar cycloaddition steps. The construction of these pharmaceutically relevant heterocycles on solid support under microwave irradiation is also demonstrated. The resulting library of drug-like compounds has been added to the National Institutes of Health repository (similar to 10 mg of each with >= 90% purity) for pilot-scale biomedical studies with bioassay data available at the National Center for Biotechnology Information PubChem database. A subset of these Compounds has been broadly screened by Dow AgroSciences for herbicidal, fungicidal, and insecticidal activity.

  DOI：

  10.1021/cc900133k
• 作为产物：
  描述：

  ethyl 3-(2-methylphenyl)-1H-pyrazole-5-carboxylate 、 3-溴丙烯 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 6.5h， 以90%的产率得到ethyl 1-allyl-5-(o-tolyl)-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Parallel Synthesis of Bis-heterocyclic Isoxazolylmethyl- and Isoxazolinylmethylpyrazoles

  摘要：

  The solution-phase parallel synthesis of a 136-member library of isoxazol(in)e-CH2-pyrazoles is described. X-ray crystallographic structure determination verified the regioselectivities of the N-alkylation and nitrile oxide 1,3-dipolar cycloaddition steps. The construction of these pharmaceutically relevant heterocycles on solid support under microwave irradiation is also demonstrated. The resulting library of drug-like compounds has been added to the National Institutes of Health repository (similar to 10 mg of each with >= 90% purity) for pilot-scale biomedical studies with bioassay data available at the National Center for Biotechnology Information PubChem database. A subset of these Compounds has been broadly screened by Dow AgroSciences for herbicidal, fungicidal, and insecticidal activity.

  DOI：

  10.1021/cc900133k