3-methyl-1-(prop-2-ynyl)-1H-pyrazole | 503821-49-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-methyl-1-(prop-2-ynyl)-1H-pyrazole
• 英文别名: 3-Methyl-1-prop-2-ynylpyrazole
• CAS: 503821-49-6
• 化学式: C₇H₈N₂
• 分子量: 120.154
• InChiKey: QBMDLKBIGBCHFO-UHFFFAOYSA-N

物化性质

• 沸点：
  185.2±23.0 °C(Predicted)
• 密度：
  0.92±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-氨基-5-溴-3-碘吡啶 、 3-methyl-1-(prop-2-ynyl)-1H-pyrazole 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以89%的产率得到5-bromo-3-[3-(3-methyl-1H-pyrazol-1-yl)-1-propynyl]-pyridin-2-amine
  参考文献：
  名称：

  Double Sonogashira reactions on dihalogenated aminopyridines for the assembly of an array of 7-azaindoles bearing triazole and quinoxaline substituents at C-5: Inhibitory bioactivity against Giardia duodenalis trophozoites

  摘要：

  The synthesis of 2,3,5-trisubstituted 7-azaindoles as well as 2,5-disubstituted 7-azaindoles from 3,5-dihalogenated 2-aminopyridines is outlined. Using a double Sonogashira coupling reaction on 2-amino-3,5-diiodopyridine followed by the Cacchi reaction the synthesis of 2,3,5-trisubstituted 7-azaindoles was accomplished. In addition, using two sequential Sonogashira coupling reactions on 2-amino-5-bromo-3-iodopyridine and a potassium t-butoxide mediated ring closure reaction resulted in the assembly of 2,5-disubstituted 7-azaindoles. The 5-alkynyl substituent of the azaindole was easily converted into both quinoxaline and triazole substituents, the latter utilizing an alkyne-azide cycloaddition reaction. Some of these azaindole derivatives showed very promising biological activity against the gastrointestinal protozoal parasite Giardia duodenalis. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.05.024
• 作为产物：
  描述：

  3-甲基吡唑 、 3-溴丙炔 在 N-甲基吗啉氧化物 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 5.0h， 生成 5-methyl-1-prop-2-ynyl-1H-pyrazole 、 3-methyl-1-(prop-2-ynyl)-1H-pyrazole
  参考文献：
  名称：

  N-甲基吗啉N-氧化物水溶液作为吡唑烷基化的新介质

  摘要：

  结果表明，吡咯类与（E）/（Z）-1，3-二氯丁-2-烯的烷基化反应可以在碱性水介质中，在N-甲基吗啉N-氧化物存在下进行。在某些情况下，该技术可以替代相转移催化。反应产物的构象分析表明，（E）/（Z）异构体的混合物以9∶1的比例形成。

  DOI：

  10.1007/s10593-018-2342-7

文献信息

• SUBSTITUTED N-HETEROCYCLYL- AND N-HETEROARYL-TETRAHYDROPYRIMIDINONES AND THE SALTS THEREOF, AND THE USE OF SAME AS HERBICIDAL ACTIVE SUBSTANCES
  申请人：Bayer Aktiengesellschaft

  公开号：US20200390100A1

  公开（公告）日：2020-12-17

  The present invention relates to substituted N-heterocyclyl- and N-heteroaryltetrahydropyrimidinones of the general formula (I) or salts thereof, where the radicals in the general formula (I) correspond to the definitions given in the description, and to the use thereof as herbicides, in particular for controlling broad-leaved weeds and/or weed grasses in crops of useful plants and/or as plant growth regulators for influencing the growth of crops of useful plants.

  本发明涉及通式（I）或其盐的取代N-杂环烷基和N-杂芳基四氢嘧啶酮，其中通式（I）中的基团对应于描述中给出的定义，并将其用作除草剂，特别是用于控制作物中的阔叶杂草和/或杂草草，并/或作为植物生长调节剂，以影响作物的生长。
• Rodriguez-Franco, Maria Isabel; Dorronsoro, Isabel; Perez, Concepcion, Medicinal Chemistry Research, 2002, vol. 11, # 6, p. 333 - 344
  作者：Rodriguez-Franco, Maria Isabel、Dorronsoro, Isabel、Perez, Concepcion、Castro, Ana、Martinez, Ana

  DOI：——

  日期：——
• Alternative reaction medium for the synthesis of 1-propargylpyrazoles
  作者：G. B. Zakaryan、S. S. Hayotsyan、H. S. Attaryan、G. V. Hasratyan

  DOI：10.1134/s1070363215070348

  日期：2015.7
• Synthesis of New 1-(But-2-ynyl)pyrazoles: Containing a Pyrrolidine or Diethylamine Moiety and Their Muscarinic Properties
  作者：María Isabel Rodríguez-Franco、Isabel Dorronsoro、Albert Badía、Josep E. Baños

  DOI：10.1002/1521-4184(200209)335:7<339::aid-ardp339>3.0.co;2-c

  日期：2002.9

  The synthesis of two series of 1-(but-2-ynyl)pyrazole containing a pyrrolidine or a diethylamine moiety, respectively, is described, together with their muscarinic receptor affinities.
• PYRAZOLE COMPOUNDS AS NITRIFICATION INHIBITORS
  申请人：BASF SE

  公开号：US20180016199A1

  公开（公告）日：2018-01-18

  Pyrazole derivatives as nitrification inhibitors are described herein.