6-乙基-3-甲基-2-吡啶胺 | 139908-33-1

• 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
• 中文名称: 6-乙基-3-甲基-2-吡啶胺
• 英文名称: 2-Amino-6-ethyl-3-methylpyridine
• 英文别名: 6-ethyl-3-methyl-[2]pyridylamine；6-Aethyl-3-methyl-[2]pyridylamin；6-Ethyl-3-methylpyridin-2-amine
• CAS: 139908-33-1
• 化学式: C₈H₁₂N₂
• mdl: MFCD18816393
• 分子量: 136.197
• InChiKey: VNRPGDJHFOLEDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-Methyl-5-oximinoheptanenitrile 在 sodium hydroxide 、 乙酰氯 作用下， 反应 5.5h， 生成 6-乙基-3-甲基-2-吡啶胺
  参考文献：
  名称：

  Synthesis of 6-substituted 2-(N-acetylamino)pyridines and 2-aminopyridines by cyclization of 5-oximinoalkanenitriles

  摘要：

  Oxime derivatives of 5-oxoalkanenitriles (C6 chain or longer) were cyclized in most cases with a combination of AcCl and Ac2O, or Ac2O and HCl to 6-substituted 2-(N-acetylamino)pyridines. hydrolysis gave the corresponding 2-aminopyridines in overall yields of 40-65 %, with the exception of pyridine 3e. Oxime derivatives of 5-oxopentanenitriles did not cyclize but gave glutaronitriles instead. In some experiments with 5-oximinohexanenitrile(1a),2,4-dimethyl-5-(2-cyanoethyl)oxazole (9)was detected in addition to the main product, 2-(N-acetylamino)-6-methylpyridine(2a). Formation of these compounds can be explained on the basis of a common intermediate 7 formed through rearrangement of the O-acetylated 5-oximinohexanenitrile (4).

  DOI：

  10.1021/jo00056a021

文献信息

• PHOSPHOTHIOPHENE AND PHOSPHOTHIAZOLE HCV POLYMERASE INHIBITORS
  申请人：Dousson Cyril

  公开号：US20100233123A1

  公开（公告）日：2010-09-16

  Provided herein are phosphothiophene and phosphothiazole compounds, for example, of any of Formulae I, IA, IIA, IIIA, IVA, VA, VIA, VIIA, IB, IIB, IIIB, IVB, VB, VIIB and VIIB disclosed herein, pharmaceutical compositions comprising the compounds, and processes of preparation thereof. Also provided are methods of their use for the treatment of an HCV infection in a host infected with HCV.

  本文提供了磷硫杂苯和磷硫杂唑化合物，例如公式I、IA、IIA、IIIA、IVA、VA、VIA、VIIA、IB、IIB、IIIB、IVB、VB、VIIB和VIIB中的任何一种，以及包含这些化合物的制药组合物和其制备方法。同时提供了这些化合物用于治疗HCV感染的方法，该方法适用于HCV感染的宿主。
• gem-Dithiols¹
  作者：T. L. Cairns、G. L. Evans、A. W. Larchar、B. C. McKusick

  DOI：10.1021/ja01136a004

  日期：1952.8
• US8193372B2
  申请人：——

  公开号：US8193372B2

  公开（公告）日：2012-06-05
• [EN] PROCESS FOR THE PREPARATION OF 2-N-ACYLAMINOPYRIDINES AND 2-AMINOPYRIDINES FROM 5-OXOALKANENITRILE OXIMES
  申请人：DSM N.V.

  公开号：WO1991017979A1

  公开（公告）日：1991-11-28

  (EN) The invention relates to a process for the preparation of 2-N-acylaminopyridines of formula (1), where R1 and R5 = an alkyl group, a cycloalkyl group, an aryl group or a heteroaryl group, R2, R3 and R4 = hydrogen, an alkoxy group, an aryl group, a heteroaryl group, an alkyl group or a cycloalkyl group and R1 and R2 can together form a cycloalkyl group, which are prepared by treating a 5-oxoalkanenitrile oxime of formula (2), where R1 through R4 have the meanings given above, in the presence of a strong acid, with an acylating agent that contains at least on R5 group with the meaning given above. The invention moreover relates to a process for the preparation of 2-aminopyridines of formula (3), where R1 through R4 have the meanings given above, from said 2-N-acylaminopyridines. The invention moreover relates to the 5-oxoalkanenitrile oximes of formula (2), including those where R1 = H and R2 is an acyl group, the 2-N-acylaminopyridines of formula (1), and the 2-aminopyridines of formula (3).(FR) Procédé de préparation d'acylaminopyridines-N-2 répondant à la formule (1), dans laquelle R1 et R5 représentent un groupe alkyle, cycloalkyle, aryle ou hétéroaryle; R2, R3 et R4 représentent hydrogène ou un groupe alcoxy, aryle, hétéroaryle, alkyle ou cycloalkyle; et R1 et R2 peuvent ensemble former un groupe cycloalkyle; et préparées par le traitement d'une oxime d'oxoalcanenitrile-5 répondant à la formule (2), dans laquelle R1, R2, R3 et R4 sont tels que ci-dessus avec un agent d'acylation contenant au moins un groupe R5 tel que défini ci-dessus, et en présence d'un acide fort. On décrit également un procédé de préparation d'aminopyridines-2 répondant à la formule (3), dans laquelle R1, R2, R3 et R4 sont tels que ci-dessus, à partir desdites acylaminopyridines-N-2. Par ailleurs, on décrit les oximes d'oxoalcanenitrile-5 répondant à la formule (2), y compris celles où R1 est hydrogène et R2 est un groupe acyle, les acylaminopyridines-N-2 répondant à la formule (1), et les aminopyridines-2 répondant à la formule (3).
• Synthesis of 6-substituted 2-(N-acetylamino)pyridines and 2-aminopyridines by cyclization of 5-oximinoalkanenitriles
  作者：Robert J. Vijn、Henricus J. Arts、Peter J. Maas、Anna M. Castelijns

  DOI：10.1021/jo00056a021

  日期：1993.2

  Oxime derivatives of 5-oxoalkanenitriles (C6 chain or longer) were cyclized in most cases with a combination of AcCl and Ac2O, or Ac2O and HCl to 6-substituted 2-(N-acetylamino)pyridines. hydrolysis gave the corresponding 2-aminopyridines in overall yields of 40-65 %, with the exception of pyridine 3e. Oxime derivatives of 5-oxopentanenitriles did not cyclize but gave glutaronitriles instead. In some experiments with 5-oximinohexanenitrile(1a),2,4-dimethyl-5-(2-cyanoethyl)oxazole (9)was detected in addition to the main product, 2-(N-acetylamino)-6-methylpyridine(2a). Formation of these compounds can be explained on the basis of a common intermediate 7 formed through rearrangement of the O-acetylated 5-oximinohexanenitrile (4).