ethyl 1-allyl-3-phenyl-1H-pyrazole-5-carboxylate | 1135298-43-9

• 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-3-phenyl-1H-pyrazole-5-carboxylate
• 英文别名: Ethyl 5-phenyl-2-prop-2-enylpyrazole-3-carboxylate
• CAS: 1135298-43-9
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: OGLXYOYZPMHDCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 1-allyl-3-phenyl-1H-pyrazole-5-carboxylate 、 ALPHA-氯-4-甲氧基苯甲醛肟 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以76%的产率得到Ethyl 2-[[3-(4-methoxyphenyl)-4,5-dihydro-1,2-oxazol-5-yl]methyl]-5-phenylpyrazole-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：

  5-苯基吡唑-3-羧酸乙酯 、 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86%的产率得到ethyl 1-allyl-5-phenyl-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