N-benzyl-N-(pyridin-2-yl)acetamide

• 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-benzyl-N-(pyridin-2-yl)acetamide
• 英文别名: N-benzyl-N-pyridin-2-ylacetamide
• 化学式: C₁₄H₁₄N₂O
• mdl: MFCD00479350
• 分子量: 226.278
• InChiKey: VXSDIASFKMKUEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  33.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-苄基乙酰胺 在 2,6-二甲基吡啶 、 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 N-benzyl-N-(pyridin-2-yl)acetamide
  参考文献：
  名称：

  亚胺基氯的形成和原位反应的温和方法：将吡啶-1-氧化物转化为2-氨基吡啶酰胺。

  摘要：

  [反应：见正文]描述了一种温和，实用的一锅法生成亚氨酰氯及其随后与吡啶-1-氧化物的原位反应的方法。亚胺基氯是由仲酰胺与化学计量的草酰氯和2,6-二甲基吡啶在CH（2）Cl（2）中于0摄氏度下反应形成的。在存在下将反应混合物温热至室温在1-氧化吡啶中，观察到以中等至优异的分离产率快速转化为2-氨基吡啶酰胺。

  DOI：

  10.1021/ol0264556

文献信息

• Substituted amino-pyridine derivatives, processes for their preparation and pharmaceutical compositions containing them
  申请人：BEECHAM GROUP PLC

  公开号：EP0000816A1

  公开（公告）日：1979-02-21

  A class of substituted amino pyridine derivatives are of value in the treatment of diabetes. Some of the compounds also possess hypolipidaemic activity. The compounds are represented by the formula (I): wherein R3 is hydrogen, alkyl or an acidic function; R2 is hydrogen or alkyl; R4 and R' are hydrogen, alkyl or halogen; Z is hydrogen, phenyl, alkyl or aralkyl; Alk is alkylene and x is 0 or 1; R1 is optionally substituted phenyl or naphthyl. Most of the compounds of formula (I) are novel.

  一类取代氨基吡啶衍生物具有治疗糖尿病的价值，其中一些化合物还具有降血脂活性。 这些化合物由式（I）表示：其中 R3 是氢、烷基或酸性官能团；R2 是氢或烷基；R4 和 R' 是氢、烷基或卤素；Z 是氢、苯基、烷基或芳烷基；Alk 是亚烷基，x 是 0 或 1；R1 是任选取代的苯基或萘基。 大多数式（I）化合物都是新型化合物。
• Mechanistic Investigations and Substrate Scope Evaluation of Ruthenium-Catalyzed Direct sp³ Arylation of Benzylic Positions Directed by 3-Substituted Pyridines
  作者：Navid Dastbaravardeh、Karl Kirchner、Michael Schnürch、Marko D. Mihovilovic

  DOI：10.1021/jo302547q

  日期：2013.1.18

  A highly efficient direct arylation process of benzylic amines with arylboronates was developed that employs Ru catalysis. The arylation takes place with greatest efficiency at the benzylic sp(3) carbon. If the distance to the activating aryl ring is increased, arylation is still possible but the yield drops significantly. Efficiency of the CH activation was found to be significantly increased by use of 3-substituted pyridines as directing groups, which can be removed after the transformation in high yield. Calculation of the energy profile of different rotamers of the substrate revealed that presence of a substituent in the 3-position favors a conformation with the CH2 group adopting a position in closer proximity to the directing group and facilitating C-H insertion. This operationally simple reaction can be carried out in argon atmosphere as well as in air and under neutral reaction conditions, displaying a remarkable functional group tolerance. Mechanistic studies were carried out and critically compared to mechanistic reports of related transformations.
• PPAR GAMMA LIGANDS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1129084A2

  公开（公告）日：2001-09-05
• [EN] PPAR GAMMA LIGANDS<br/>[FR] LIGANDS DE PPAR GAMMA
  申请人：GLAXO GROUP LTD

  公开号：WO2000027832A2

  公开（公告）日：2000-05-18

  The present invention discloses novel PPARgamma ligands of Formula (I) and pharmaceutically acceptable salts and solvates thereof. The present invention also discloses a method for treating osteoporosis by administration of a PPARgamma antagonist. n=2 - 4 and R1 - R5 are as in the application.
• A Mild Method for the Formation and in Situ Reaction of Imidoyl Chlorides:  Conversion of Pyridine-1-oxides to 2-Aminopyridine Amides
  作者：Peter J. Manley、Mark T. Bilodeau

  DOI：10.1021/ol0264556

  日期：2002.9.1

  [reaction: see text] A mild, practical, one-pot method for the generation of imidoyl chlorides and their subsequent in situ reaction with pyridine-1-oxides is described. The imidoyl chlorides were formed from the reaction of secondary amides with a stoichiometric amount of oxalyl chloride and 2,6-lutidine in CH(2)Cl(2) at 0 degrees C. Upon warming of the reaction mixture to room temperature in the

  [反应：见正文]描述了一种温和，实用的一锅法生成亚氨酰氯及其随后与吡啶-1-氧化物的原位反应的方法。亚胺基氯是由仲酰胺与化学计量的草酰氯和2,6-二甲基吡啶在CH（2）Cl（2）中于0摄氏度下反应形成的。在存在下将反应混合物温热至室温在1-氧化吡啶中，观察到以中等至优异的分离产率快速转化为2-氨基吡啶酰胺。