6-Bromo-N-ethyl-N-methylpyridin-2-amine | 959237-79-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 6-Bromo-N-ethyl-N-methylpyridin-2-amine
• CAS: 959237-79-7
• 化学式: C₈H₁₁BrN₂
• 分子量: 215.093
• InChiKey: IYTWONCHOKGIBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  16.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Bromo-N-ethyl-N-methylpyridin-2-amine 、 乙烯基氨基甲酸苄酯 在 9-硼双环[3.3.1]壬烷 、 sodium hydroxide 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 42.0h， 以90%的产率得到benzyl 2-(6-(ethyl(methyl)amino)pyridin-2-yl)ethylcarbamate
  参考文献：
  名称：

  Direct synthesis of Cbz-protected (2-amino)-6-(2-aminoethyl)pyridines

  摘要：

  A novel series of (2-amino)-6-(2-aminoethyl)pyridines were prepared by a convenient Suzuki-Miyaura coupling approach from 2-amino-6-bromopyridines. Benzyl vinylcarbamate was first treated with 9-BBN followed by aqueous NaOH and then the appropriate bromopyridine precursors were added into the mixture. The mixture was finally heated in presence of a palladium catalyst to provide the corresponding products in overall high yields. The procedure is extended to the preparation of related pyrazine and pyrimidine compounds as well as (2-amido)- and (2-alkoxy)-6-(2-aminoethyl)pyridines. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.01.025

文献信息

• 1,5-DIPHENYL-PYRROLIDIN-2-ONE COMPOUNDS AS CB-1 LIGANDS
  申请人：ELI LILLY AND COMPANY

  公开号：EP2278968A2

  公开（公告）日：2011-02-02
• [EN] 1,5-DIPHENYL-PYRROLIDIN-2-ONE COMPOUNDS AS CB-1 LIGANDS<br/>[FR] COMPOSÉS DE 1,5-DIPHÉNYL-PYRROLIDIN-2-ONE COMME LIGANDS DE CB-1
  申请人：LILLY CO ELI

  公开号：WO2009131814A2

  公开（公告）日：2009-10-29

  CB-1 receptor inverse agonist compounds of Formula and pharmaceutical compositions for the treatment of obesity or cognitive impairment associated with schizophrenia.
• Direct synthesis of Cbz-protected (2-amino)-6-(2-aminoethyl)pyridines
  作者：Sudipta Roy、Andrew J. Zych、R. Jason Herr、Cliff Cheng、Gerald W. Shipps

  DOI：10.1016/j.tet.2010.01.025

  日期：2010.3

  A novel series of (2-amino)-6-(2-aminoethyl)pyridines were prepared by a convenient Suzuki-Miyaura coupling approach from 2-amino-6-bromopyridines. Benzyl vinylcarbamate was first treated with 9-BBN followed by aqueous NaOH and then the appropriate bromopyridine precursors were added into the mixture. The mixture was finally heated in presence of a palladium catalyst to provide the corresponding products in overall high yields. The procedure is extended to the preparation of related pyrazine and pyrimidine compounds as well as (2-amido)- and (2-alkoxy)-6-(2-aminoethyl)pyridines. (C) 2010 Elsevier Ltd. All rights reserved.