ethyl 2-(thiophen-2-yl)-1H-pyrrolo[3,2-c]pyridine-3-carboxylate | 1233237-98-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并吡啶类
• 英文名称: ethyl 2-(thiophen-2-yl)-1H-pyrrolo[3,2-c]pyridine-3-carboxylate
• 英文别名: ethyl 2-thiophen-2-yl-1H-pyrrolo[3,2-c]pyridine-3-carboxylate
• CAS: 1233237-98-3
• 化学式: C₁₄H₁₂N₂O₂S
• 分子量: 272.327
• InChiKey: KRZOTUPDDPFECA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  83.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 2-(thiophen-2-yl)-5-tosyl-4,5,6,7-tetrahydro-1H-pyrrolo[3,2-c]pyridine-3-carboxylate 在 selenium(IV) oxide 、 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 以61%的产率得到ethyl 2-(thiophen-2-yl)-1H-pyrrolo[3,2-c]pyridine-3-carboxylate
  参考文献：
  名称：

  Synthesis of 5-Azaindoles via a Cycloaddition Reaction between Nitriles and Donor−Acceptor Cyclopropanes

  摘要：

  A new method for the synthesis of 5-azaindole derivatives is reported. A [3+2] dipolar cycloaddition between nitriles and a 3,4-cyclopropanopiperidirie followed by SeO2 oxidation affords the target compounds in moderate to excellent yields. The divergent nature and cost effectiveness of this method makes it very suitable for combinatorial applications in the pharmaceutical industry.

  DOI：

  10.1021/ol101078z

文献信息

• Synthesis of 5-Azaindoles via a Cycloaddition Reaction between Nitriles and Donor−Acceptor Cyclopropanes
  作者：Mahmoud M. Abd Rabo Moustafa、Brian L. Pagenkopf

  DOI：10.1021/ol101078z

  日期：2010.7.16

  A new method for the synthesis of 5-azaindole derivatives is reported. A [3+2] dipolar cycloaddition between nitriles and a 3,4-cyclopropanopiperidirie followed by SeO2 oxidation affords the target compounds in moderate to excellent yields. The divergent nature and cost effectiveness of this method makes it very suitable for combinatorial applications in the pharmaceutical industry.