3-(1-benzyloxycarbonylpyrrolidin-2(R)-ylcarbonyl)-5-bromo-1H-indole

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(1-benzyloxycarbonylpyrrolidin-2(R)-ylcarbonyl)-5-bromo-1H-indole
• 英文别名: 3-(N-benzyloxycarbonylpyrrolidin-2R-ylcarbonyl)-5-bromo-1H-indole；3-(N-Benzyloxycarbonyl-2(R)-pyrrolidinylcarbonyl)-5-bromo-1H-indole；benzyl 2-(5-bromo-1H-indole-3-carbonyl)pyrrolidine-1-carboxylate
• 化学式: C₂₁H₁₉BrN₂O₃
• 分子量: 427.297
• InChiKey: CWHKVBJSRGJFFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  62.4
• 氢给体数：
  1
• 氢受体数：
  3

文献信息

• Salts of (R)-5-(2phenylsulphonylethenyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole, 5-bromo-3-[(R)-1-methyl-pyrrolidin-2-ylmethyl]-1H-indole and of eletriptan
  申请人：KANSAL Vinod Kumar

  公开号：US20090299077A1

  公开（公告）日：2009-12-03

  The present invention relates to salts of (R)-5-(2-phenylsulphonylethenyl)-3-(N-methylpyrrolidin-2-ylmethyl)-1H-indole of the formula: wherein HX is an acid selected from para-toluene sulfonic acid, benzene sulphonic acid, trifluoroacetic acid, methane sulphonic acid, formic acid and succinic acid; and to processes of preparing and using such salts.

  这项发明涉及以下化学式的(R)-5-(2-苯磺酰乙烯基)-3-(N-甲基吡咯烷-2-基甲基)-1H-吲哚的盐： 其中HX是从对甲苯磺酸、苯磺酸、三氟乙酸、甲磺酸、甲酸和琥珀酸中选择的酸；以及制备和使用这种盐的方法。
• PROCESS FOR PREPARATION OF ELETRIPTAN AND SALT THEREOF
  申请人：Sathe Dhananjay Govind

  公开号：US20120071669A1

  公开（公告）日：2012-03-22

  The present invention relates to an improved process for the preparation of 3-(N-methyl-2(R)-pyrrolidinyl methyl)-5-[2-(phenyl sulfonyl)ethyl]-1H-indole or pharmaceutically acceptable salts thereof, particularly 3-(N-methyl-2(R)-pyrrolidinyl methyl)-5-[2-(phenyl sulfonyl)ethyl]-1H-indole hydrobromide (Eletriptan hydrobromide). The present invention further relates to novel polymorphs of 3-(N-methyl-2(R)-pyrrolidinyl methyl)-5-[2-(phenyl sulfonyl)ethenyl]-1H-indole hydrobromide and process for preparation thereof.

  本发明涉及一种改进的制备3-(N-甲基-2(R)-吡咯烷基)-5-[2-(苯基磺酰基)乙基]-1H-吲哚或其药学上可接受的盐，特别是3-(N-甲基-2(R)-吡咯烷基)-5-[2-(苯基磺酰基)乙基]-1H-吲哚溴化氢盐（依那曲坦溴化氢盐）。本发明还涉及3-(N-甲基-2(R)-吡咯烷基)-5-[2-(苯基磺酰基)乙烯基]-1H-吲哚溴化氢盐的新晶型及其制备方法。
• [EN] PROCESS FOR PREPARING PURE 5-BROMO-3-[(R)-1-METHYL-PYRROLIDIN-2-YLMETHYL]-1H-INDOLE, INTERMEDIATE FOR ELETRIPTAN<br/>[FR] PROCÉDÉ D'OBTENTION DE 5-BROMO-3-[(R)-1-MÉTHYL-PYRROLIDIN-2-YLMÉTHYL]-1H-INDOLE PUR, INTERMÉDIAIRE DE L'ÉLÉTRIPTAN
  申请人：POTLURI RAMESH BABU

  公开号：WO2012025772A1

  公开（公告）日：2012-03-01

  Disclosed is a process for preparing pure 5-bromo-3-[(R)-1-methyl-pyrrolidin-2-ylmethyl]-1H-indole (BIP), an intermediate for eletriptan. The process comprises forming organic acid salt of BIP and then regenerating the said salt to give pure BIP.

  公开了一种制备纯的5-溴-3-[(R)-1-甲基吡咯烷基]-1H-吲哚（BIP）的过程，这是艾利普坦的中间体。该过程包括形成BIP的有机酸盐，然后再生所述盐以得到纯净的BIP。
• Process for preparing 5-bromo-3-[(R)-1-methyl-pyrrolidin-2-ylmethyl]-1H-indole
  申请人：Bednar Roman

  公开号：US20080319205A1

  公开（公告）日：2008-12-25

  The invention encompasses a process for preparing 5-bromo-3-[(R)-1-methyl-pyrrolidin-2-ylmethyl]-1H-indole comprising reacting (R)-2-(5-bromo-1H-indole-3-carbonyl)-pyrrolidine-1-carboxylic acid benzyl ester with a reducing agent selected from the group consisting of sodium dihydro-bis(2-methoxyethoxy)aluminate, lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride, lithium tri-tert-butoxyaluminum hydride and diisobutylaluminium hydride. 5-bromo-3-[(R)-1-methyl-pyrrolidin-2-ylmethyl]-1H-indole is a key intermediate for preparing eletriptan and its salts thereof.

  本发明涵盖了一种制备5-溴-3-[(R)-1-甲基吡咯烷-2-基甲基]-1H-吲哚的过程，包括将(R)-2-(5-溴-1H-吲哚-3-羧酰基)-吡咯烷-1-羧酸苄酯与从钠双(2-甲氧基乙氧基)铝酸盐、三乙基-三戊基氧基铝氢化物、三叔丁氧基铝氢化铝和叔丁基铝氢化铝中选择的还原剂反应。5-溴-3-[(R)-1-甲基吡咯烷-2-基甲基]-1H-吲哚是制备依曲普坦及其盐的关键中间体。
• New process
  申请人：Pfizer Inc.

  公开号：US20030166704A1

  公开（公告）日：2003-09-04

  The present invention provides an improved process for the preparation of the anti-migraine drug, (R)-5-(2-benzenesulphonylethyl)-3-N-methylpyrrolidin-2-ylmethyl)-1H-indole (eletriptan), available commercially as the hydrobromide salt, and an intermediate and dimer-free products obtained from such process.

  本发明提供了一种改进的制备抗偏头痛药物(R)-5-(2-苯磺酰乙基)-3-N-甲基吡咯烷-2-甲基)-1H-吲哚(埃来替普坦)的方法，该药物作为盐酸盐在商业上可获得，以及从该方法获得的中间体和无二聚体的产品。