N-allyl-3-pyridylamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-allyl-3-pyridylamine
• 英文别名: N-allylpyridin-3-amine；N-prop-2-enylpyridin-3-amine
• 化学式: C₈H₁₀N₂
• mdl: MFCD09033527
• 分子量: 134.181
• InChiKey: RFMPVVXWDDGKJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-allyl-3-pyridylamine 在 palladium on activated charcoal 甲烷磺酸 作用下， 以 乙醇 为溶剂， 以63%的产率得到3-氨基吡啶
  参考文献：
  名称：

  Allyl amines as ammonia equivalents in the preparation of anilines and heteroarylamines

  摘要：

  A series of anilines and heteroarylamines were synthesized in moderate to excellent yields by palladium catalyzed cross coupling reaction of aryl or heteroaryl halides with allyl-or N,N-diallylamine followed by deallylation. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(97)10877-2
• 作为产物：
  描述：

  3-溴吡啶 、 丙烯胺 在 cesium acetate 、 铜 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以94%的产率得到N-allyl-3-pyridylamine
  参考文献：
  名称：

  杂芳基卤化物与烷基和芳基胺的无配体铜催化胺化

  摘要：

  通过无配体的铜催化的交叉偶联，以中等至高收率（高达99％的收率）提供氨基吡啶和氨基嘧啶，已经实现了烷基胺和芳基胺与各种杂芳基卤化物的N-杂芳基化。

  DOI：

  10.1002/adsc.201000708

文献信息

• Ligand-Free Copper-Catalyzed Amination of Heteroaryl Halides with Alkyl- and Arylamines
  作者：Zhen-Jiang Liu、Jean-Pierre Vors、Ernst R. F. Gesing、Carsten Bolm

  DOI：10.1002/adsc.201000708

  日期：2010.12.17

  N-Heteroarylations of alkyl- and arylamines with various heteroaryl halides have been achieved by ligand-free copper-catalyzed cross-couplings affording aminopyridines and aminopyrimidines in moderate to high yields (up to 99% yield).

  通过无配体的铜催化的交叉偶联，以中等至高收率（高达99％的收率）提供氨基吡啶和氨基嘧啶，已经实现了烷基胺和芳基胺与各种杂芳基卤化物的N-杂芳基化。
• Novel organic molecular catalyst having binaphthol skeketon and processes for producing the same and application thereof
  申请人：Sasai Hiroaki

  公开号：US20060009646A1

  公开（公告）日：2006-01-12

  A novel organic molecular catalysts represented by the following formula (1) or (2): and a method for carrying out asymmetric reactions/asymmetric synthesis using these organic molecular catalysts.

  一种由以下化学式（1）或（2）表示的新型有机分子催化剂，以及利用这些有机分子催化剂进行不对称反应/不对称合成的方法。
• SUBSTITUTED ADIPIC ACID AMIDES AND USES THEREOF
  申请人：Sun Chongqing

  公开号：US20130345123A1

  公开（公告）日：2013-12-26

  The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, wherein A is a five to eight membered monocyclic or a nine to twelve membered bicyclic heterocyclic ring, as further defined herein; Y is S, CH 2 , or CH; Z is CH or N; R 7 and R 9 are hydrogen or (C 1 -C 6 )alkyl; R 2 is (C 1 -C 6 )alkoxy, OH, CN, (C 1 -C 6 )alkyl, halogen, or CF 3 ; r and s are 0, 1, or 2; and R 1 and R 3 are as further defined herein. These compounds are agonists, partial agonists and/or modulators of the NPY4 receptor and may be used for the treatment and prophylaxis of obesity, food intake, and other diseases and conditions modulated by the NPY4 receptor.

  本发明提供了式（I）的化合物或其药学上可接受的盐，其中A是进一步定义的五至八元杂环或九至十二元双环杂环；Y是S，CH2或CH；Z是CH或N；R7和R9是氢或（C1-C6）烷基；R2是（C1-C6）烷氧基，羟基，氰基，（C1-C6）烷基，卤素或CF3；r和s为0、1或2；而R1和R3的定义进一步如下。这些化合物是NPY4受体的激动剂、部分激动剂和/或调节剂，可用于治疗和预防肥胖、食物摄入和其他受NPY4受体调节的疾病和状况。
• Substituted adipic acid amides and uses thereof
  申请人：Sun Chongqing

  公开号：US09346852B2

  公开（公告）日：2016-05-24

  The present invention provides compounds of Formula (I), or a pharmaceutically acceptable salt thereof, wherein A is a five to eight membered monocyclic or a nine to twelve membered bicyclic heterocyclic ring, as further defined herein; Y is S, CH2, or CH; Z is CH or N; R7 and R9 are hydrogen or (C1-C6)alkyl; R2 is (C1-C6)alkoxy, OH, CN, (C1-C6)alkyl, halogen, or CF3; r and s are 0, 1, or 2; and R1 and R3 are as further defined herein. These compounds are agonists, partial agonists and/or modulators of the NPY4 receptor and may be used for the treatment and prophylaxis of obesity, food intake, and other diseases and conditions modulated by the NPY4 receptor.

  本发明提供了公式（I）的化合物或其药学上可接受的盐，其中A是进一步定义的五至八元的单环或九至十二元的双环杂环环，Y是S，CH2或CH; Z是CH或N; R7和R9是氢或（C1-C6）烷基; R2是（C1-C6）烷氧基，羟基，氰基，（C1-C6）烷基，卤素或CF3; r和s为0,1或2; R1和R3如进一步定义。这些化合物是NPY4受体的激动剂，部分激动剂和/或调节剂，可用于治疗和预防肥胖，食物摄入和其他受NPY4受体调节的疾病和状况。
• Amino Acid Promoted CuI-Catalyzed C−N Bond Formation between Aryl Halides and Amines or N-Containing Heterocycles
  作者：Hui Zhang、Qian Cai、Dawei Ma

  DOI：10.1021/jo0504464

  日期：2005.6.1

  CuI-catalyzed coupling reaction of electron-deficient aryl iodides with aliphatic primary amines occurs at 40 degrees C under the promotion of N-methylglycine. Using L-proline as the promoter, coupling reaction of aryl iodides or aryl bromides with aliphatic primary amines, aliphatic cyclic secondary amines, or electron-rich primary arylamines proceeds at 60-90 degrees C; an intramolecular coupling reaction between aryl chloride and primary amine moieties gives indoline at 70 degrees C; coupling reaction of aryl iodides with indole, pyrrole, carbazole, imidazole, or pyrazole can be carried out at 75-90 degrees C; and coupling reaction of electron-deficient aryl bromides with imidazole or pyrazole occurs at 60-90 degrees C to provide the corresponding N-aryl products in good to excellent yields. In addition, N,N-dimethylglycine promotes the coupling reaction of electron-rich aryl bromides with imidazole or pyrazole to afford the corresponding N-aryl imidazoles or pyrazoles at 110 degrees C. The possible action of amino acids in these coupling reactions is discussed.