7-(pyridin-3-yl)-3,4,5,6-tetrahydro-2H-azepine | 151391-97-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吖庚因类
• 英文名称: 7-(pyridin-3-yl)-3,4,5,6-tetrahydro-2H-azepine
• 英文别名: 7-pyridin-3-yl-3,4,5,6-tetrahydro-2H-azepine；7-pyridin-3-yl-3,4,5,6-tetrahydro-2H-azepine
• CAS: 151391-97-8
• 化学式: C₁₁H₁₄N₂
• 分子量: 174.246
• InChiKey: BGBQXQSVKCJNGV-UHFFFAOYSA-N

物化性质

• 沸点：
  282.6±22.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (三氟甲基)三甲基硅烷 、 7-(pyridin-3-yl)-3,4,5,6-tetrahydro-2H-azepine 在 二氟化氢钾 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 以56%的产率得到2-pyridin-3-yl-2-(trifluoromethyl)azepane
  参考文献：
  名称：

  The reaction of cyclic imines with the Ruppert–Prakash reagent. Facile approach to α-trifluoromethylated nornicotine, anabazine, and homoanabazine

  摘要：

  We have demonstrated that the Ruppert-Prakash reagent is able to react with a number of cyclic imines under acidic condition to afford the corresponding alpha-trifluoromethyl derivatives of nitrogen heterocycles. 5-7-Membered cyclic imines bearing various alkyl, aryl or heterocyclic group were successfully involved in this transformation. Novel trifluoromethylated analogues of nicotine, anabasine, and homoanabasine alkaloids were synthesized. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.032
• 作为产物：
  描述：

  N-乙烯基己内酰胺 、 烟酸乙酯 在 sodium hydride 、 盐酸 作用下， 以 水 为溶剂， 生成 7-(pyridin-3-yl)-3,4,5,6-tetrahydro-2H-azepine
  参考文献：
  名称：

  The reaction of cyclic imines with the Ruppert–Prakash reagent. Facile approach to α-trifluoromethylated nornicotine, anabazine, and homoanabazine

  摘要：

  We have demonstrated that the Ruppert-Prakash reagent is able to react with a number of cyclic imines under acidic condition to afford the corresponding alpha-trifluoromethyl derivatives of nitrogen heterocycles. 5-7-Membered cyclic imines bearing various alkyl, aryl or heterocyclic group were successfully involved in this transformation. Novel trifluoromethylated analogues of nicotine, anabasine, and homoanabasine alkaloids were synthesized. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.032

文献信息

• A novel convenient approach to the synthesis of 2-substituted analogs of ornithine and homolysine
  作者：V. G. Nenajdenko、E. P. Zakurdaev、E. V. Prusov、E. S. Balenkova

  DOI：10.1007/s11172-005-0204-9

  日期：2004.12

  A novel efficient method for the synthesis of earlier unknown 2-substituted analogs of ornithine and homolysine from substituted 5-aminopentyl- and 3-midopropylhydantoins (prepared from cyclic imines and amino and amido ketones) was developed. Hydrolysis of hydantoins with a solution of Ba(OH)2 gave the target amino acids in high yields.

  开发了一种新的有效方法，用于从取代的 5-氨基戊基-和 3-midopropyl hydantoins（由环状亚胺和氨基和酰胺酮制备）合成早期未知的 2-取代鸟氨酸和高赖氨酸类似物。用 Ba(OH)2 溶液水解乙内酰脲，以高产率得到目标氨基酸。
• Azacyclooctane and heptane derivatives, their preparation and use in therapy
  申请人：Neurosearch A/S

  公开号：US20020169156A1

  公开（公告）日：2002-11-14

  The present invention discloses compounds of formula (1) or (2), any of its enantiomers or any mixture thereof, or a pharmaceutically acceptable salt thereof; wherein n is 0, or 1; R is hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, aryl or aralkyl; and R 1 is aryl which may be substituted one or more times with substituents selected from the group consisting of alkyl, cycloalkyl, cycloalkylalkyl alkenyl, alkynyl, alkoxy, cycloalkoxy, thioalkoxy, thiocycloalkoxy, methylenedioxy, aryloxy, halogen, CF 3 , OCF 3 , CN, amino, nitro, aryl and a monocyclic 5 to 6-membered heteroaryl group a monocyclic 5 to 6-membered heteroaryl group which may be substituted one or more times with substituents selected from the group consisting of alkyl, cycloalkyl, cycloalkylalkyl alkenyl, alkynyl, alkoxy, cycloalkoxy, thioalkoxy, thiocycloalkoxy, methylenedioxy, aryloxy, halogen, CF 3 , OCF 3 , CN, amino, nitro, aryl and a monocyclic 5 to 6-membered heteraryl group, or a bicyclic heteroaryl group composed of a monocyclic 5 to 6-membered heteroaryl group fused to a benzene ring and which may be substituted one or more times with substituents selected from the group consisting of alkyl, cycloalkyl, cycloalkylalkyl alkenyl, alkynyl, alkoxy, cycloalkoxy, thioalkoxy, thiocycloalkoxy, methylenedioxy, aryloxy, halogen, CF 3 , OCF 3 , CN, amino, nitro, aryl and a monocyclic 5 to 6-membered heteroaryl group. The compound of the invention are useful as nicotinic ACh receptor ligands. 1

  本发明公开了式(1)或(2)化合物、其任何对映体或其任何混合物，或其药学上可接受的盐；其中 n 是 0 或 1；R 是氢、烷基、烯基、炔基、环烷基、环烷基烷基、芳基或芳烷基；以及 R 1 是芳基，可被选自以下组别的取代基一次或多次取代：烷基、环烷基、环烷基烯基、环烷基炔基、烷氧基、环烷氧基、硫代烷氧基、硫代环烷氧基、亚甲基二氧基、芳氧基、卤素、CF 3 、OCF 3 可被一个或多个取代基取代的单环 5 至 6 元杂芳基，取代基可选 自以下组：烷基、环烷基、环烷基烯基、炔基、烷氧基、环烷氧基、硫代烷氧基、硫环烷氧基、亚甲基二氧基、芳氧基、卤素、CF 3、OCF 3、CN、氨基、硝基、芳基和单环 5 至 6 元杂芳基，取代基可选 自以下组：烷基、环烷基、环烷基烯基、炔基、烷氧基、环烷氧基、硫代烷氧基、硫环烷氧基、亚甲基二氧基、芳氧基、卤素、CF 3、OCF 3、CN、氨基、硝基、芳基和单环 5 至 6 元杂芳基。 3 、OCF 3 、CN、氨基、硝基、芳基和单环 5 至 6 元杂芳基，或由与苯环融合的单环 5 至 6 元杂芳基组成的双环杂芳基，该杂芳基可被选自以下组别的取代基一次或多次取代：烷基、环烷基、环烷基烯基、炔基、烷氧基、环烷氧基、硫代烷氧基、硫环烷氧基、亚甲基二氧基、芳氧基、卤素、CF 3 、OCF 3 、CN、氨基、硝基、芳基和单环 5 至 6 元杂芳基。本发明的化合物可用作烟碱 ACh 受体配体。 1
• AZACYCLOOCTANE AND HEPTANE DERIVATIVES, THEIR PREPARATION AND USEIN THERAPY
  申请人：NEUROSEARCH A/S

  公开号：EP0984943B1

  公开（公告）日：2002-12-11
• US6420395B1
  申请人：——

  公开号：US6420395B1

  公开（公告）日：2002-07-16
• US6680314B2
  申请人：——

  公开号：US6680314B2

  公开（公告）日：2004-01-20