3-isopropylaminopyridine | 85452-80-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-isopropylaminopyridine
• 英文别名: N-(3-pyridyl)-diisopropylamine；N,N-bis(propan-2-yl)pyridin-3-amine；3-diisopropylaminopyridine；diisopropyl-pyridin-3-yl-amine；N,N-di(propan-2-yl)pyridin-3-amine
• CAS: 85452-80-8
• 化学式: C₁₁H₁₈N₂
• 分子量: 178.277
• InChiKey: YSNIIHIKJXQKFS-UHFFFAOYSA-N

物化性质

• 沸点：
  115-117 °C(Press: 2 Torr)
• 密度：
  0.951±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  3-溴吡啶 、 二异丙胺 在 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 22.0h， 生成 3-isopropylaminopyridine
  参考文献：
  名称：

  Efficient catalytic aryl amination of bromoarenes using 3-iminophosphine palladium(II) chloride

  摘要：

  While pursuing the development of new hydroamination catalysts, a 3-iminophosphine palladium(II) chloride complex [(3IP)PdCl2] was synthesized that has subsequently proven to be an effective precatalyst for the aryl amination of bromoarenes. This (3IP)PdCl2 complex has been utilized in the catalytic aryl amination of both bromobenzene and bromopyridine derivatives, specifically yielding excellent activity in coupling reactions involving bromobenzene, 4-bromotoluene, and 2-bromopyridine. Using a standard set of catalytic conditions, many alkyl and aryl amines have been investigated as coupling partners in the aryl amination of bromoarenes. In general, secondary alkyl amines and ortho-substituted anilines proved to be the best substrates for this reaction, commonly giving quantitative conversion to products, while primary amines and other anilines gave only poor to moderate results. Catalytic screening data, product yields, and full characterization of isolated products are included. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.08.027

文献信息

• [EN] COMPOSITION AND METHOD FOR NEUROPEPTIDE S RECEPTOR (NPSR) ANTAGONISTS<br/>[FR] COMPOSITION ET MÉTHODE POUR DES ANTAGONISTES DES RÉCEPTEURS DE NEUROPEPTIDE (NPSR)
  申请人：RES TRIANGLE INST

  公开号：WO2013086200A1

  公开（公告）日：2013-06-13

  Neuropeptide S receptor antagonists are provided that bind in functional assays to neuropeptide S receptors; methods are provided for use of these antagonists in treatment of conditions or disease states that are ameliorated by blocking of the neuropeptide S receptor, including substance abuse and substance abuse relapse; and for use of neuropeptide S receptor antagonists in the manufacture of therapeutics and pro-drugs for therapeutics useful in disease states and conditions sensitive to binding of the neuropeptide S receptor.

  神经肽S受体拮抗剂在与神经肽S受体的功能分析中结合；提供了一种使用这些拮抗剂治疗通过阻断神经肽S受体而改善的状况或疾病状态的方法，包括物质滥用和物质滥用复吸；以及使用神经肽S受体拮抗剂在治疗疾病状态和条件中对神经肽S受体结合敏感的药物和前药的制造中的应用。
• Practical catalytic method for synthesis of sterically hindered anilines
  作者：Melrose Mailig、Richard P. Rucker、Gojko Lalic

  DOI：10.1039/c5cc03565a

  日期：——

  A practical catalytic method for the synthesis of sterically hindered anilines is described. The amination of aryl and heteroaryl boronic esters is accomplished using a catalyst prepared in situ from...

  描述了一种合成位阻苯胺的实用催化方法。芳基和杂芳基硼酸酯的胺化反应是使用从... ...原位制备的催化剂完成的。
• Reaction de la bromo-3 pyridine avec le diisopropylamidure de lithium. Mecanismes de metallation et de migration d'halogene. Regioselectivite de l'addition polaire sur la pyridyne-3,4
  作者：M. Mallet、G. Quénguiner

  DOI：10.1016/0040-4020(82)80190-7

  日期：1982.1

  3-bromo pyridine behaviour towards lithium diisopropyl amide (LDA) in THF is studied. A careful study of the experimental conditions point to a metallation reaction in position 4 and a “halogen dance” mechanism with isomerisation into a 4-bromo pyridine. Conversion into diisopropylamino compounds occurs simultaneously with a 3 oriented elimination-addition (EA) reaction from transient isomeric lithio-derivatives

  研究了3-溴吡啶在THF中对二异丙基氨基锂（LDA）的行为。对实验条件的仔细研究指出了位置4的金属化反应和异构化成4-溴吡啶的“卤素舞”机理。转化为二异丙基氨基化合物的过程与瞬时异构体硫代衍生物的3向消除-加成（EA）反应和原位形成的4-溴吡啶的竞争加成-消除（AE）机理同时发生。
• COMPOSITION AND METHOD FOR NEUROPEPTIDE S RECEPTOR (NPSR) ANTAGONISTS
  申请人：RESEARCH TRIANGLE INSTITUTE

  公开号：US20150057268A1

  公开（公告）日：2015-02-26

  Neuropeptide S receptor antagonists are provided that bind in functional assays to neuropeptide S receptors; methods are provided for use of these antagonists in treatment of conditions or disease states that are ameliorated by blocking of the neuropeptide S receptor, including substance abuse and substance abuse relapse; and for use of neuropeptide S receptor antagonists in the manufacture of therapeutics and pro-drugs for therapeutics useful in disease states and conditions sensitive to binding of the neuropeptide S receptor.

  本发明提供了与神经肽S受体在功能测定中结合的神经肽S受体拮抗剂；提供了使用这些拮抗剂治疗通过阻断神经肽S受体而改善的疾病状态或疾病的方法，包括物质滥用和物质滥用复发；以及使用神经肽S受体拮抗剂制造治疗剂和治疗剂的前药，对于疾病状态和对神经肽S受体结合敏感的情况有用。
• Structural changes accompanying excited-state electron transfer in meta- and para-dialkylaminopyridines
  作者：Izabela Franssen Szydłowska、Jacek Nowacki、Jerzy Herbich

  DOI：10.1016/j.jphotochem.2009.11.006

  日期：2010.1

  The electronic structure of the lowest excited singlet states and molecular geometries of a series of dialkylaminopyridines (DAAPs) representing electron donor-acceptor systems were studied by photostationary and time-resolved UV-vis spectroscopic methods and quantum chemical calculations. The comparative studies allow us to rationalize dual luminescence of 4-DAAPs in terms of the TICT state model-the analysis of the electronic transition dipole moments indicates a nearly orthogonal conformation of the fluorescent ICT states. Introduction of the amino group at meta position as in 3-diisopropylaminopyridine completely changes photophysics of these pyridine derivatives: (i) the Franck-Condon excited state initially reached upon excitation and the solvent equilibrated fluorescent state are most probably of the same nature (both excited states do not correspond to a full separation of charges) and (ii) the electronic structure and geometry of the fluorescent CT states of m-DIAP are solvent dependent. (C) 2009 Elsevier B.V. All rights reserved.