ethyl 2-(3-ethoxy-1H-pyrazol-5-yl)acetate | 1207678-66-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2-(3-ethoxy-1H-pyrazol-5-yl)acetate
• CAS: 1207678-66-7
• 化学式: C₉H₁₄N₂O₃
• 分子量: 198.222
• InChiKey: SZRDZOQAHBKUTG-UHFFFAOYSA-N

物化性质

• 沸点：
  344.3±27.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  64.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-溴吡啶 、 ethyl 2-(3-ethoxy-1H-pyrazol-5-yl)acetate 在 copper(I) oxide 、 N,N'-bis(2-pyridylmethylidene)-1,2-(RS,RS)-cyclohexanediamine 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以5%的产率得到ethyl 2-(3-ethoxy-1-(pyridin-2-yl)-1H-pyrazol-5-yl)acetate
  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
• 作为产物：
  描述：

  1,3-丙酮二羧酸二乙酯 在 盐酸肼 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以43%的产率得到ethyl 2-(3-ethoxy-1H-pyrazol-5-yl)acetate
  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

• [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.