1-(苯磺酰基)-吡咯并[2,3-B]吡啶-3-羧酸乙酯 | 245064-82-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(苯磺酰基)-吡咯并[2,3-B]吡啶-3-羧酸乙酯
• 英文名称: 1H-Pyrrolo[2,3-B]pyridine-3-carboxylic acid, 1-(phenylsulfonyl)-, ethyl ester
• 英文别名: ethyl 1-(benzenesulfonyl)pyrrolo[2,3-b]pyridine-3-carboxylate
• CAS: 245064-82-8
• 化学式: C₁₆H₁₄N₂O₄S
• 分子量: 330.364
• InChiKey: NOORLTYZJWDROA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  86.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(苯磺酰基)-吡咯并[2,3-B]吡啶-3-羧酸乙酯 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 Ethyl 1-(benzenesulfonyl)-2-(2-phenylethyl)pyrrolo[2,3-b]pyridine-3-carboxylate
  参考文献：
  名称：

  Synthesis of benzo[5′,6′]cyclohepta[4,5]pyrrolo[2,3-b]pyridin-12-one

  摘要：

  The synthesis of a 7-azaindole derivative 8 with potential antitumoral activity is described starting from pyrrolo[2,3-b]pyridine; regioselective lithiation/methylation of alkyl 7-azaindole-3-carboxylates 4 afforded the 2-methyl derivatives 5. Demethylation of eater 6a using BBr3 afforded the acid 7, which is cyclised into the tetracyclic derivative 8. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01138-7
• 作为产物：
  描述：

  1-苯磺酰基-1H-吡咯并[2,3-b]吡啶-3-甲醛 在 盐酸 、 sodium chlorite 、 氨基磺酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.5h， 生成 1-(苯磺酰基)-吡咯并[2,3-B]吡啶-3-羧酸乙酯
  参考文献：
  名称：

  Synthesis of benzo[5′,6′]cyclohepta[4,5]pyrrolo[2,3-b]pyridin-12-one

  摘要：

  The synthesis of a 7-azaindole derivative 8 with potential antitumoral activity is described starting from pyrrolo[2,3-b]pyridine; regioselective lithiation/methylation of alkyl 7-azaindole-3-carboxylates 4 afforded the 2-methyl derivatives 5. Demethylation of eater 6a using BBr3 afforded the acid 7, which is cyclised into the tetracyclic derivative 8. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)01138-7

文献信息

• Synthesis of benzo[5′,6′]cyclohepta[4,5]pyrrolo[2,3-b]pyridin-12-one
  作者：Abderrahim Mouaddib、Benoiˆt Joseph、Aissa Hasnaoui、Jean-Yves Me´rour

  DOI：10.1016/s0040-4039(99)01138-7

  日期：1999.8

  The synthesis of a 7-azaindole derivative 8 with potential antitumoral activity is described starting from pyrrolo[2,3-b]pyridine; regioselective lithiation/methylation of alkyl 7-azaindole-3-carboxylates 4 afforded the 2-methyl derivatives 5. Demethylation of eater 6a using BBr3 afforded the acid 7, which is cyclised into the tetracyclic derivative 8. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.