2-(4-benzylpiperidin-1-yl)-5-bromopyridine | 1083090-27-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-(4-benzylpiperidin-1-yl)-5-bromopyridine
• CAS: 1083090-27-0
• 化学式: C₁₇H₁₉BrN₂
• 分子量: 331.255
• InChiKey: PUUPZOGZPDKPQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,5-二溴吡啶 、 、 4-苄基哌啶 、 在 钯 氮气 、 silica gel 、 ethyl acetate light petroleum 作用下， 反应 2.5h， 以afforded 2-(4-benzylpiperidin-1-yl)-5-bromopyridine (291 mg, 88%)的产率得到2-(4-benzylpiperidin-1-yl)-5-bromopyridine
  参考文献：
  名称：

  CATALYST

  摘要：

  本发明涉及一种生产适用于催化Heck、Suzuki-Miyaura Sonogashira偶联和Buchwald-Hartwig反应的杂多相催化剂的方法，包括以下步骤：a）提供一种大孔载体，所述大孔载体由核心和多个离子交换基团共价键合到所述核心表面组成，其中至少90％的离子结合到所述载体上是甲酸根离子；b）在极性溶剂中使载体膨胀；c）提供钯（II）盐；d）将所述载体悬浮在有机溶剂中，从而得到一种悬浮液；e）将所述钯盐加入所述悬浮液中，并在0-70℃的温度范围内使所得混合物反应，直至所述载体变黑；f）在水中清洗所述载体；g）在真空下干燥所述载体。

  公开号：

  US20100119424A1

文献信息

• Catalyst containing covalently bonded formate groups and Pd(0) and process for its obtention
  申请人：Almquest AB

  公开号：EP1994983A1

  公开（公告）日：2008-11-26

  1. A method of producing a heterogeneous catalyst suitable for catalyzing Heck, Suzuki-Miyaura and Buchwald-Hartwig reactions, comprising the steps of: a) providing a porous carrier, said porous carrier consisting of a core and a plurality of ion exchange groups covalently bonded to the surface of said core, where at least 90 % of the ions bound to said carrier are formate ions; b) providing a palladium (II) salt; c) suspending said carrier in an organic solvent thereby obtaining a suspension; d) adding said palladium salt to said suspension and allowing the resulting mixture to react at a temperature within the range of 30 - 70 °C until said carrier has turned black; e) washing said carrier in water; and f) drying said carrier under vacuum; characterised in that the resulting carrier subsequently is resuspended in dimethyl formamide and heated under inert atmosphere to at least 90 °C for 2 hours followed by washing with a polar solvent and drying. The invention also relates to a catalyst produced by the method and to processes where the catalyst is used for catalysing Heck, Suzuki-Miyaura, and Buchwald-Hartwig reactions.

  一种制备适用于催化Heck、Suzuki-Miyaura和Buchwald-Hartwig反应的非均相催化剂的方法，包括以下步骤： a）提供多孔载体，该多孔载体由核心和多个离子交换基团共价键合到核心表面组成，其中至少90％的离子结合到该载体上为甲酸根离子； b）提供钯（II）盐； c）将该载体悬浮在有机溶剂中，从而获得悬浮液； d）将该钯盐加入该悬浮液中，并允许所得混合物在30-70℃的温度范围内反应，直到该载体变黑； e）用水洗涤该载体； f）在真空下干燥该载体； 其特征在于，随后所得的载体在惰性气氛下在二甲基甲酰胺中重悬并加热至至少90℃，持续2小时，然后用极性溶剂洗涤并干燥。 该发明还涉及由该方法制备的催化剂以及使用该催化剂催化Heck、Suzuki-Miyaura和Buchwald-Hartwig反应的过程。
• CATALYST
  申请人：Almqvist Fredrik

  公开号：US20100119424A1

  公开（公告）日：2010-05-13

  The present invention relates to a method of producing a heterogeneous catalyst suitable for catalyzing Heck, Suzuki-Miyaura Sonogashira coupling and Buchwald-Hartwig reactions, comprising the steps of: a) providing a macroporous carrier, said macroporous carrier consisting of a core and a plurality of ion exchange groups covalently bonded to the surface of said core, where at least 90% of the ions bound to said carrier are formate ions; b) swelling said carrier in a polar solvent; c) providing a palladium (II) salt; d) suspending said carrier in an organic solvent thereby obtaining a suspension; e) adding said palladium salt to said suspension and allowing the resulting mixture to react at a temperature within the range of 0 70° C. until said carrier has turned black; f) washing said carrier in water; g) drying said carrier under vacuum.

  本发明涉及一种生产适用于催化Heck、Suzuki-Miyaura Sonogashira偶联和Buchwald-Hartwig反应的杂多相催化剂的方法，包括以下步骤：a）提供一种大孔载体，所述大孔载体由核心和多个离子交换基团共价键合到所述核心表面组成，其中至少90％的离子结合到所述载体上是甲酸根离子；b）在极性溶剂中使载体膨胀；c）提供钯（II）盐；d）将所述载体悬浮在有机溶剂中，从而得到一种悬浮液；e）将所述钯盐加入所述悬浮液中，并在0-70℃的温度范围内使所得混合物反应，直至所述载体变黑；f）在水中清洗所述载体；g）在真空下干燥所述载体。
• PROCESS FOR THE PRODUCTION OF PALLADIUM SUPPORTED CATALYSTS FOR CATALYZING HECK, SUZUKI-MIYAURA SONOGASHIRA COUPLING AND BUCHWALD-HARTWIG REACTIONS
  申请人：Nordic chemquest Aktiebolag

  公开号：EP2152410A2

  公开（公告）日：2010-02-17
• [EN] NEW CATALYST<br/>[FR] NOUVEAU CATALYSEUR
  申请人：ALMQUEST AB

  公开号：WO2008138938A2

  公开（公告）日：2008-11-20

  [EN] The present invention relates to amethod of producing a heterogeneous catalyst suitable for catalyzing Heck, Suzuki-MiyauraSonogashira couplingand Buchwald-Hartwig reactions, comprising the steps of: a) providing a macroporous carrier, said macroporous carrier consisting of a core and a plurality of ion exchange groups covalently bonded to the surface of said core, where at least 90 % of the ions bound to said carrier are formate ions; b) swelling said carrier in a polar solvent; c) providing a palladium (II) salt; d) suspending said carrier in an organic solvent thereby obtaining asuspension; e) adding said palladium salt to said suspension and allowing the resulting mixture to react at a temperature within the range of 0 70 ºC until said carrier has turned black; f) washing said carrier in water; g) drying said carrier under vacuum.
  [FR] La présente invention porte sur un procédé de fabrication d'un catalyseur hétérogène approprié pour catalyser un couplage de Heck, Suzuki-Miyaura Sonogashira et des réactions de Buchwald-Hartwig. Ce procédé comprend les étapes consistant à : a) se procurer un support macroporeux, ledit support macroporeux étant constitué d'un noyau et d'une pluralité de groupes échangeurs d'ions liés de façon covalente à la surface dudit noyau, où au moins 90 % des ions liés audit support sont des ions formiate; b) faire gonfler ledit support dans un solvant polaire; c) se procurer un sel de palladium (II); d) mettre en suspension ledit support dans un solvant organique, permettant ainsi d'obtenir une suspension; e) ajouter ledit sel de palladium à ladite suspension et amener le mélange résultant à réagir à une température se situant dans la plage de 0-70ºC jusqu'à ce que ledit support ait viré au noir; f) laver ledit support dans l'eau; g) sécher ledit support sous vide.