5-methyl-2-(pyridin-3-yl)-2,4-dihydropyrazol-3-one | 857988-23-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-methyl-2-(pyridin-3-yl)-2,4-dihydropyrazol-3-one
• 英文别名: 3-methyl-1-(pyridin-3-yl)-1H-pyrazol-5(4H)-one；5-methyl-2-pyridin-3-yl-4H-pyrazol-3-one
• CAS: 857988-23-9
• 化学式: C₉H₉N₃O
• 分子量: 175.19
• InChiKey: BEROHRPTPJUUOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  45.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(5-isopropoxy-3-methyl-1H-pyrazol-1-yl)pyridine 在 氢溴酸 、 溶剂黄146 作用下， 反应 3.0h， 以69%的产率得到5-methyl-2-(pyridin-3-yl)-2,4-dihydropyrazol-3-one
  参考文献：
  名称：

  N-arylation of 3-alkoxypyrazoles, the case of the pyridines

  摘要：

  In the course of a research program focused on the preparation of libraries of new chemical entities derived from 3-alkoxypyrazoles, we studied their N-pyridylation using 2, 3 or 4-bromopyridines This was achieved using Cristau and Taillefer copper-catalyzed arylation method and mostly led to the 3-alkoxy-1H-pyrazol-1-yl pyridine isomer along with lesser amount of the alternative 5-alkoxy-1H-pyrazol-1-yl pyridine The structures of these isomers were often established via their chemical tansformations and sometimes recourse to unambiguous synthetic routes for comparison purposes The alternative use of 2-fluoropyridine-based arylation was also investigated and lifted some of the limitations encountered in the course of this study (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.02.032

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。
• Diversification of edaravone via palladium-catalyzed hydrazine cross-coupling: Applications against protein misfolding and oligomerization of beta-amyloid
  作者：Mark A. MacLean、Elena Diez-Cecilia、Christopher B. Lavery、Mark A. Reed、Yanfei Wang、Donald F. Weaver、Mark Stradiotto

  DOI：10.1016/j.bmcl.2015.11.022

  日期：2016.1

  N-Aryl derivatives of edaravone were identified as potentially effective small molecule inhibitors of tau and beta-amyloid aggregation in the context of developing disease-modifying therapeutics for Alzheimer's disease (AD). Palladium-catalyzed hydrazine monoarylation protocols were then employed as an expedient means of preparing a focused library of 21 edaravone derivatives featuring varied N-aryl substitution, thereby enabling structure-activity relationship (SAR) studies. On the basis of data obtained from two functional biochemical assays examining the effect of edaravone derivatives on both fibril and oligomer formation, it was determined that derivatives featuring an N-biaryl motif were four-fold more potent than edaravone. (C) 2015 Elsevier Ltd. All rights reserved.
• Dye-Sensitized Photoelectric Conversion Element
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：US20150076420A1

  公开（公告）日：2015-03-19

  A photoelectric conversion element which is obtained by having a thin film of fine oxide semiconductor particles support a methine-based dye that is represented by formula (1), said thin film being provided on a substrate. (In formula (1), m represents an integer of 1-5; each of l and n represents an integer of 0-6; each of j and k represents an integer of 0-3; each of X and Y represents a hydrogen atom, an aromatic residue, an aliphatic hydrocarbon residue or the like; each of Z 1 , Z 2 and Z 3 represents an oxygen atom, a sulfur atom or the like; each of A 1 , A 2 , A 3 , A 5 and A 6 represents a hydrogen atom, an aromatic residue, an aliphatic hydrocarbon residue or the like; A 4 represents a hydrogen atom, an aliphatic hydrocarbon residue or the like; each of A 7 , A 8 , A 9 and A 10 represents a hydrogen atom, an aliphatic hydrocarbon residue or the like; R 1 represents a group having a specific structure, an organic metal complex residue or the like; and R 2 represents a hydrogen atom, an aliphatic hydrocarbon residue, an organic metal complex residue or the like.)
• [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.
• N-arylation of 3-alkoxypyrazoles, the case of the pyridines
  作者：Sandrine Guillou、Frédéric J. Bonhomme、Di Betina Chahine、Olivier Nesme、Yves L. Janin

  DOI：10.1016/j.tet.2010.02.032

  日期：2010.4

  In the course of a research program focused on the preparation of libraries of new chemical entities derived from 3-alkoxypyrazoles, we studied their N-pyridylation using 2, 3 or 4-bromopyridines This was achieved using Cristau and Taillefer copper-catalyzed arylation method and mostly led to the 3-alkoxy-1H-pyrazol-1-yl pyridine isomer along with lesser amount of the alternative 5-alkoxy-1H-pyrazol-1-yl pyridine The structures of these isomers were often established via their chemical tansformations and sometimes recourse to unambiguous synthetic routes for comparison purposes The alternative use of 2-fluoropyridine-based arylation was also investigated and lifted some of the limitations encountered in the course of this study (C) 2010 Elsevier Ltd All rights reserved