5-ethyl-3-{[1-methylpyrrolidin-2-yl]methyl}-1H-indole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-ethyl-3-{[1-methylpyrrolidin-2-yl]methyl}-1H-indole
• 英文别名: 5-ethyl-3-[(1-methylpyrrolidin-2-yl)methyl]-1H-indole
• 化学式: C₁₆H₂₂N₂
• 分子量: 242.364
• InChiKey: XQBUOODGXPTQOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  19
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (R)-5-溴-3-(1-甲基-2-吡咯烷基甲基)-1H-吲哚 在 甲醇 、 4-二甲氨基吡啶 、 甲烷磺酸 、 5%-palladium/activated carbon 、 氢气 、 palladium diacetate 、 三乙胺 、 三(邻甲基苯基)磷 、 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 、 丙酮 、 甲苯 为溶剂， 25.0~120.0 ℃ 、506.66 kPa 条件下， 反应 3.5h， 生成 5-ethyl-3-{[1-methylpyrrolidin-2-yl]methyl}-1H-indole
  参考文献：
  名称：

  Investigational Study into the Formation of Methoxy Derivative and Other Impurities during the Optimization of Eletriptan Hydrobromide

  摘要：

  During the process development of eletriptan hydrobromide, we have observed formation of an unknown impurity in the final product at enhanced levels which was identified as a methoxy substituted derivative on the side chain of the product. The present work involves detailed optimization studies directed toward the development of an efficient process for the commercial production of eletriptan hydrobromide substantially free from the methoxy impurity and other impurities.

  DOI：

  10.1021/op3002454

文献信息

• US5998462A
  申请人：——

  公开号：US5998462A

  公开（公告）日：1999-12-07
• [EN] 5-ALKYL INDOLE COMPOUNDS AS 5-HT1D-LIKE LIGANDS<br/>[FR] COMPOSES DU 5-ALKYL-INDOLE UTILISES COMME LIGANDS DE TYPE 5-HT1D
  申请人：ALLELIX BIOPHARMACEUTICALS INC.

  公开号：WO1998027089A1

  公开（公告）日：1998-06-25

  (EN) Described herein are compounds selective for the 5-HT1D-like receptor, which have general formula (I) wherein: R1 is linear or branched loweralkyl; R2 is selected from a group of Formula (II, III, IV and V); R3 is selected from H and loweralkyl; R4 is selected from H and loweralkyl; one of R5 and R6 is H and the other is independently selected form H, loweralkoxy, loweralkyl and hydroxy; and n is 1-3; or a salt, solvate or hydrate thereof. Also described is the use of these compounds as pharmaceuticals to treat indications where stimulation of the 5-HT1D-like receptor is implicated, such as migraine.(FR) L'invention concerne des composés présentant une sélectivité pour le récepteur de type 5-HT1D, de formule générale (I), dans laquelle R1 est alkyle inférieur linéaire ou ramifié; R2 est choisi dans un groupe de formule (II), (III), (IV) ou (V); R3 est choisi entre H et alkyle inférieur; R4 est choisi entre H et alkyle inférieur; R5 ou R6 est H et l'autre est indépendamment choisi entre H, alcoxy inférieur, alkyle inférieur et hydroxy; et n est compris entre 1 et 3; et un sel, un solvate ou un hydrate desdits composés. L'invention concerne également l'utilisation de ces composés comme produits pharmaceutiques pour traiter des maladies dans lesquelles la stimulation des récepteurs de type 5-HT1D est impliquée, par exemple la migraine.
• Investigational Study into the Formation of Methoxy Derivative and Other Impurities during the Optimization of Eletriptan Hydrobromide
  作者：U. Sampath Kumar、V. Ravi Sankar、M. Malleswara Rao、T. S. Jaganathan、R. Buchi Reddy

  DOI：10.1021/op3002454

  日期：2012.12.21

  During the process development of eletriptan hydrobromide, we have observed formation of an unknown impurity in the final product at enhanced levels which was identified as a methoxy substituted derivative on the side chain of the product. The present work involves detailed optimization studies directed toward the development of an efficient process for the commercial production of eletriptan hydrobromide substantially free from the methoxy impurity and other impurities.