3-(2,3-dimethylphenyl)pyridine

• 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: 3-(2,3-dimethylphenyl)pyridine
• 化学式: C₁₃H₁₃N
• 分子量: 183.253
• InChiKey: QIPSOUAPRKVLPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-氯吡啶 、 (2,3-dimethylphenyl)zinc chloride 在 tris(dibenzylideneacetone)dipalladium (0) 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以100%的产率得到3-(2,3-dimethylphenyl)pyridine
  参考文献：
  名称：

  根岸交叉偶联反应的极活性催化剂

  摘要：

  已经开发了一种新的催化剂体系，用于 Pd 催化的有机锌试剂与芳基卤化物的交叉偶联（Negishi 偶联）。该系统允许有效制备受阻联芳基化合物（三和四邻位取代），在低催化剂水平下有效发挥作用，并能耐受广泛的官能团和杂环底物。对配体结构进行了系统研究，并与催化剂活性相关联。

  DOI：

  10.1021/ja0474493

文献信息

• Synthesis and α-adrenergic and I1-imidazoline activity of 3-phenylpiperidines dimethyl-substituted on the phenyl ring
  作者：Bruno Macchia、David B. Bylund、Vincenzo Calderone、Gino Giannaccini、Antonio Lucacchini、Marco Macchia、Adriano Martinelli、Enrica Martinotti、Elisabetta Orlandini、Federico Romagnoli、Armando Rossello

  DOI：10.1016/s0223-5234(99)80016-6

  日期：1998.11

  In a previous study we found that certain 3-phenylpiperidines (PPEs, 5) display a good activity at alpha(2)-adrenergic receptors (alpha(2)-AR), whereas they are completely inactive at alpha(1)-AR. The PPEs 5 are conformationally restricted analogs of the corresponding adrenergic drug with a phenylethylamine structure (PAEs, 4) in which the benzylic hydroxyl group characteristic of the adrenergic catecholamines is not present. The most interesting of the PPEs proved to be the 3-(3,4-dimethylphenyl) substituted compound (5a) which had been found to be essentially inactive at beta(1)- and beta(2)-AR. The methyl groups present on the aromatic ring of 5a are found, albeit in a different position, on the phenyl of alpha(2)-adrenergic agonists with arylimidazolidine and arylimidazole structures. As such PPE 5a provided a unique template for the design of alpha(2)-AR ligands. On the basis of these premises, we synthesized all the possible dimethylphenyl-substituted isomers of PPE 5a. Their activity on alpha(1)- and alpha(2)-AR and on I-1-imidazoline receptors (IR) was evaluated in vitro both by radioligand binding assays and by functional tests on isolated preparation. Two selected PPEs, 5a and 5f, were also tested for their affinity on alpha(2)-AR subtypes. Conformational studies were carried out by means of theoretical calculations, in order to rationalise the results of pharmacological tests at the molecular level. (C) Elsevier, Paris.
• COT MODULATORS AND METHODS OF USE THEREOF
  申请人：Gilead Sciences, Inc.

  公开号：US20170008873A1

  公开（公告）日：2017-01-12

  The present disclosure relates generally to modulators of Cot (cancer Osaka thyroid) and methods of use and manufacture thereof.
• US9815818B2
  申请人：——

  公开号：US9815818B2

  公开（公告）日：2017-11-14
• An Extremely Active Catalyst for the Negishi Cross-Coupling Reaction
  作者：Jacqueline E. Milne、Stephen L. Buchwald

  DOI：10.1021/ja0474493

  日期：2004.10.1

  A new catalyst system for the Pd-catalyzed cross-coupling of organozinc reagents with aryl halides (Negishi coupling) has been developed. This system permits efficient preparation of hindered biaryls (tri- and tetra-ortho-substituted), functions effectively at low levels of catalyst, and tolerates a wide range of functional groups and heterocyclic substrates. A systematic study of ligand structure

  已经开发了一种新的催化剂体系，用于 Pd 催化的有机锌试剂与芳基卤化物的交叉偶联（Negishi 偶联）。该系统允许有效制备受阻联芳基化合物（三和四邻位取代），在低催化剂水平下有效发挥作用，并能耐受广泛的官能团和杂环底物。对配体结构进行了系统研究，并与催化剂活性相关联。