5-isopropoxy-3-methyl-1-phenyl-1H-pyrazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-isopropoxy-3-methyl-1-phenyl-1H-pyrazole
• 英文别名: 3-Methyl-1-phenyl-5-propan-2-yloxypyrazole
• 化学式: C₁₃H₁₆N₂O
• 分子量: 216.283
• InChiKey: OOOYZFLHGCILPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-isopropoxy-3-methyl-1-phenyl-1H-pyrazole 在 氢溴酸 、 溶剂黄146 作用下， 反应 2.0h， 以76%的产率得到依达拉奉
  参考文献：
  名称：

  3-烷氧基吡唑的4-化

  摘要：

  在研究了烷氧基吡唑氮对芳基化或烷基化反应的反应性之后，我们在这里报告了在3-烷氧基吡唑的碳4位上引入各种芳基的结果。这是通过Suzuki-Miyaura芳基-芳基偶联反应从相应的4-卤代衍生物获得的。不含NH的4-卤代吡唑的C-4芳基化过程中遇到的出乎意料的困难（缺乏反应性或不希望的卤素还原）导致我们设计了该重复性问题的解决方案。还使用在乙酸中的溴化氢或在二氯甲烷中的三溴化硼研究了3-烷氧基的裂解。在一种情况下，这导致观察到显着的邻近基团辅助的亲电芳基硼酸酯化。

  DOI：

  10.1016/j.tet.2009.01.109
• 作为产物：
  描述：

  依达拉奉 、 异丙醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 苯 为溶剂， 反应 20.0h， 以46%的产率得到5-isopropoxy-3-methyl-1-phenyl-1H-pyrazole
  参考文献：
  名称：

  Alkylation of Pyrazolones via the Mitsunobu Reaction

  摘要：

  The reaction of 3-methyl-1-phenyl-2-pyrazolin-5-one and 4-acyl derivatives thereof (R-4 = COPh, 2-thienoyl, COCH2CH2Ph, COCH=CHPh) with various alcohols under 'Mitsunobu'-conditions was studied. In many cases selective O-alkylation could be achieved.

  DOI：

  10.3987/com-96-7657

文献信息

• Alkoxypyrazoles and the process for their preparation
  申请人：Institut Pasteur

  公开号：EP2151433A1

  公开（公告）日：2010-02-10

  The present invention relates to a alkoxypyrazoles preparation process, and new alkoxypyrazole compounds.

  本发明涉及一种烷氧基吡唑的制备方法，以及新的烷氧基吡唑化合物。
• Nitrogen's reactivity of various 3-alkoxypyrazoles
  作者：Sandrine Guillou、Frédéric J. Bonhomme、Yves L. Janin

  DOI：10.1016/j.tet.2009.01.099

  日期：2009.3

  Our current interest in the design of original chemical libraries featuring a pyrazole nucleus led us to focus on the chemistry of the 3-alkoxy-5-methylpyrazoles we have recently made readily available. With in mind the preparation of an array of the less accessible 1-arylpyrazol-3-ones, the present report describes the respective nitrogen's reactivity of various 3-alkoxypyrazoles toward arylation reaction, using arylboronic acids, as well as alkylation reactions using methyl iodide or benzylbromide. The structure assignments of the isomers obtained were achieved using long distance N-15-H-1 NMR correlation measurements or by the recourse to unambiguous synthetic pathways. (c) 2009 Elsevier Ltd. All rights reserved.
• RETINOID DERIVATIVES WITH ANTIANGIOGENIC, ANTITUMOR AND PROAPOPTOTIC ACTIVITIES
  申请人：SIGMA-TAU Industrie Farmaceutiche Riunite S.p.A.

  公开号：EP1412317B1

  公开（公告）日：2010-12-22
• SPIROPIPERIDINE ALLOSTERIC MODULATORS OF NICOTINIC ACETYLCHOLINE RECEPTORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：US20220119351A1

  公开（公告）日：2022-04-21

  The present disclosure relates to compounds of formula (I) that are useful as modulators of 7α nAChR, compositions comprising such compounds, and the use of such compounds for preventing, treating, or ameliorating disease, particularly disorders of the central nervous system such as cognitive impairments in Alzheimer's disease, Parkinson's disease, and schizophrenia, as well as for L-DOPA induced-dyskinesia and inflammation.
• [EN] NEW ALKOXYPYRAZOLES<br/>[FR] NOUVEAUX ALCOXYPYRAZOLES
  申请人：PASTEUR INSTITUT

  公开号：WO2010015657A2

  公开（公告）日：2010-02-11

  The present invention relates to a alkoxypyrazoles preparation process, and new alkoxypyrazoles compounds.