bromozinc(1+),6-methoxy-2H-pyridin-2-ide | 352530-39-3

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: bromozinc(1+),6-methoxy-2H-pyridin-2-ide
• 英文别名: 6-methoxy-2-pyridylzinc bromide
• CAS: 352530-39-3
• 化学式: C₆H₆BrNOZn
• 分子量: 253.414
• InChiKey: ZBOXWWBULRVFBQ-UHFFFAOYSA-M

物化性质

• 沸点：
  65 °C
• 密度：
  0.99 g/mL at 25 °C
• 闪点：
  1 °F

计算性质

• 辛醇/水分配系数(LogP)：
  1.11
• 重原子数：
  10.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  22.12
• 氢给体数：
  0.0
• 氢受体数：
  2.0

安全信息

• 危险品标志：
  Xn,F
• WGK Germany：
  3
• 危险标志：
  GHS07,GHS08
• 危险品运输编号：
  UN 2056 3/PG 2
• 危险性描述：
  H319,H335,H351
• 危险性防范说明：
  P261,P281,P305 + P351 + P338

反应信息

• 作为反应物：
  描述：

  bromozinc(1+),6-methoxy-2H-pyridin-2-ide 在 copper(I) chloride bis(lithium chloride) complex 、 3,3’-di-tert-butyl oxaziridine 作用下， 以 四氢呋喃 为溶剂， 反应 0.67h， 以58%的产率得到2-氨基-6-甲氧基吡啶
  参考文献：
  名称：

  Non-Deprotonative Primary and Secondary Amination of (Hetero)Arylmetals

  摘要：

  Herein we disclose a novel method for the facile transfer of primary (-NH2) and secondary amino groups (-NHR) to heteroaryl- as well as arylcuprates at low temperature without the need for precious metal catalysts, ligands, excess reagents, protecting and/or directing groups. This one-pot transformation allows unprecedented functional group tolerance and it is well suited for the amination of electron-rich, electron-deficient as well as structurally complex (hetero)arylmetals. In some of the cases, only catalytic amounts of a copper(I) salt is required.

  DOI：

  10.1021/jacs.6b12712

文献信息

• 2-Pyridyl and 3-pyridylzinc bromides: direct preparation and coupling reaction
  作者：Seung-Hoi Kim、Reuben D. Rieke

  DOI：10.1016/j.tet.2010.02.061

  日期：2010.4

  A facile synthetic approach to the direct preparation of 2-pyridyl and 3-pyridylzinc bromides has been demonstrated using Rieke zinc with 2-bromopyridine and 3-bromopyridine, respectively. A variety of different electrophiles have been coupled with the resulting organozinc reagents to give the corresponding cross-coupling products in moderate to good yields.

  已证明使用Rieke锌分别与2-溴吡啶和3-溴吡啶直接合成2-吡啶基和3-吡啶基锌溴化物的简便合成方法。各种不同的亲电试剂已与所得的有机锌试剂偶联，以中等至良好的产率得到相应的交叉偶联产物。
• [EN] PYRAZINE DERIVATIVES AND THEIR USE AS POTASSIUM CHANNEL MODULATORS<br/>[FR] DÉRIVÉS DE PYRAZINE ET LEUR UTILISATION EN TANT QUE MODULATEURS DES CANAUX POTASSIQUES
  申请人：NEUROSEARCH AS

  公开号：WO2009037247A1

  公开（公告）日：2009-03-26

  This invention relates to novel pyrazine derivatives and their use as potassium channel modulating agents. Moreover the invention is directed to pharmaceutical compositions useful for the treatment or alleviation of diseases or disorders associated with the activity of potassium channels.

  这项发明涉及新型吡嗪衍生物及其作为钾通道调节剂的用途。此外，该发明涉及用于治疗或缓解与钾通道活性相关的疾病或疾病的药物组合物。
• 3-INDAZOLYL-4-PYRIDYLISOTHIAZOLES
  申请人：Britton Thomas Charles

  公开号：US20090253750A1

  公开（公告）日：2009-10-08

  The present invention provides 3-indazoyl-4-pyridylisothiazoles or a pharmaceutically acceptable salt thereof, pharmaceutical compositions thereof, and methods of using the same, as well as processes for preparing the same, and intermediates thereof.

  本发明提供3-吲哚基-4-吡啶基异噻唑或其药用可接受的盐，以及其药物组合物，并使用方法，以及制备方法和中间体。
• A Mild Negishi Cross-Coupling of 2-Heterocyclic Organozinc Reagents and Aryl Chlorides
  作者：Michael R. Luzung、Jigar S. Patel、Jingjun Yin

  DOI：10.1021/jo1018798

  日期：2010.12.3

  A mild Negishi cross-coupling of 2-heterocyclic organozinc reagents and aryl chlorides is described. The use of Pd2(dba)3 and X-Phos as a ligand provides high yields for many examples. An efficient method to generate the organozinc reagents at room temperature is also demonstrated.

  描述了2-杂环有机锌试剂和芳基氯化物的温和的Negishi交叉偶联。Pd 2（dba）3和X-Phos作为配体的使用为许多实例提供了高收率。还证明了在室温下产生有机锌试剂的有效方法。
• [EN] TYROSINE KINASE INHIBITORS<br/>[FR] INHIBITEURS DES TYROSINE KINASES
  申请人：MERCK & CO INC

  公开号：WO2005009957A1

  公开（公告）日：2005-02-03

  The present invention relates to compounds that are capable of inhibiting, modulating and/or regulating signal transduction of both receptor-type and non-receptor type tyrosine kinases. The compounds of the instant invention possess a core structure that comprises a substituted pyrrole moiety. The present invention is also related to the pharmaceutically acceptable salts, hydrates and stereoisomers of these compounds.

  本发明涉及能够抑制、调节和/或调控受体型和非受体型酪氨酸激酶信号传导的化合物。本发明的化合物具有包含取代吡咯基团的核心结构。本发明还涉及这些化合物的药用盐、水合物和立体异构体。