1-(phenylethynyl)-1H-pyrazole | 1206196-90-8

• 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: 1-(phenylethynyl)-1H-pyrazole
• 英文别名: 1-(2-Phenylethynyl)pyrazole
• CAS: 1206196-90-8
• 化学式: C₁₁H₈N₂
• 分子量: 168.198
• InChiKey: LPUFUWULHZXJHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  吡唑 、 2,2-dibromostyrene 在 溴代(1,10-菲咯啉)(三苯基膦)铜(I) 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以69%的产率得到1-(phenylethynyl)-1H-pyrazole
  参考文献：
  名称：

  Copper-catalyzed coupling of imidazoles and pyrazoles with 1,1-dibromo-1-alkenes: a distinct approach for direct N-alkynylation of heteroarenes

  摘要：

  The direct N-alkynylation of heteroarenes, imidazoles, and pyrazoles with 1,1-dibromo-1-alkene has been carried out for the first time using [Cu(Phen)PPh3Br] (as a catalyst) and Cs2CO3 in DMSO at 80 degrees C. The products are formed in good to high yields (66-85%) within 3 h. No side products could be detected. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.09.117

文献信息

• [EN] PYRAZOLE DERIVATIVES<br/>[FR] DÉRIVÉS DE PYRAZOLE
  申请人：HUA MEDICINE (SHANGHAI) LTD

  公开号：WO2017117708A1

  公开（公告）日：2017-07-13

  Provided herein are compounds of the formula I: as well as pharmaceutically acceptable salts thereof, wherein the substituents are as those disclosed in the specification. These compounds, and the pharmaceutical compositions containing them, are useful for the treatment or prevention of mGluR5 mediated disorders, such as acute and/or chronic neurological disorders, cognitive disorders and memory deficits, as well as acute and chronic pain.

  本文提供了公式I的化合物，以及其药学上可接受的盐，其中取代基如规范中所披露的那样。这些化合物及含有它们的药物组合物对于治疗或预防mGluR5介导的疾病非常有用，例如急性和/或慢性神经系统疾病、认知障碍和记忆缺陷，以及急性和慢性疼痛。
• Copper(II) Oxide Catalyzed Ligand-Free Coupling Reaction of Heteroarenes with Bromoalkynes¹
  作者：Biswanath Das、Gandolla Reddy、Penagaluri Balasubramanyam、N. Salvanna

  DOI：10.1055/s-0030-1258403

  日期：2011.3

  The coupling reaction of imidazoles and pyrazoles with bromoacetylenes has efficiently been carried out under ligand-free conditions in the presence of copper(II) oxide as the catalyst using potassium hydroxide in 1,4-dioxane at 80 ˚C. The method is a simpler access to N-alk-1-ynyl- and/or N-(2-bromovinyl)-substituted heteroarenes. coupling reaction - ligand-free conditions - copper(II) oxide - N-alkynylheteroarene

  咪唑和吡唑与溴乙炔的偶联反应已在无配体条件下，在氧化铜（II）催化剂存在下，在80°C下于1,4-二恶烷中使用氢氧化钾的条件下有效进行。该方法更容易获得N-烷-1-炔基和/或N-（2-溴乙烯基）取代的杂芳烃。 偶联反应-无配体条件-氧化铜（II）-N-炔基杂芳烃-N-（2-溴乙烯基）杂芳烃 “新型合成方法研究”系列中的第217部分。
• Cu-Catalyzed N<i>-</i>Alkynylation of Imidazoles, Benzimidazoles, Indazoles, and Pyrazoles Using PEG as Solvent Medium
  作者：Glenn A. Burley、David L. Davies、Gerry A. Griffith、Michael Lee、Kuldip Singh

  DOI：10.1021/jo902466f

  日期：2010.2.5

  A facile and efficient Cu(I)-catalyzed cross-coupling method is reported for the preparation of N-alkynyl or N-bromoalkenyl heteroarenes from bromoalkynes. Generally superior yields and functional group tolerance were obtained with microwave (MW) irradiation using imidazole, benzimidazole, pyrazole, and indazole substrates and poly(ethylene glycol) 400 (PEG400) as an additive. We speculate that PEG400 acts as both a Cu(I)-stabilizing ligand as well as a phase transfer solvent.
• PYRIDIN-4-YL-ETHYNYL-IMIDAZOLES AND PYRAZOLES AS MGLU5 RECEPTOR ANTAGONISTS
  申请人：F.HOFFMANN-LA ROCHE AG

  公开号：EP1756086B1

  公开（公告）日：2008-06-04
• PYRAZOLE DERIVATIVES
  申请人：Hua Medicine (Shanghai) Ltd.

  公开号：EP3400220A1

  公开（公告）日：2018-11-14