1-[2-(4-methylpiperazin-yl)pyridin-3-yl]ethanone | 1224582-75-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[2-(4-methylpiperazin-yl)pyridin-3-yl]ethanone
• 英文别名: 1-(2-(4-Methylpiperazin-1-yl)pyridin-3-yl)ethanone；1-[2-(4-methylpiperazin-1-yl)pyridin-3-yl]ethanone
• CAS: 1224582-75-5
• 化学式: C₁₂H₁₇N₃O
• 分子量: 219.286
• InChiKey: GSVBKHSIWBTFRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  36.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-甲基哌嗪 、 3-乙酰基-2-氯吡啶 以 N,N-二甲基甲酰胺 为溶剂， 200.0 ℃ 、1.72 MPa 条件下， 反应 0.25h， 以89%的产率得到1-[2-(4-methylpiperazin-yl)pyridin-3-yl]ethanone
  参考文献：
  名称：

  Microwave-Assisted Synthesis of 3-Methylisothiazolo[5,4-b]pyridine and Various 2-Amino Derivatives of Thieno[2,3-b]pyridine and 1-(2-Aminopyridin-3-yl)ethanone

  摘要：

  Various 2-amino derivatives of thieno[2,3-b]pyridin-2-amine (3a-g) were prepared in fair to good yields (30-76%) by subjecting 1-(2-chloropyridin-3-yl)ethanone (1) and appropriate primary amine (2a-g) to microwave heating at 90-120 degrees C for 15-20 min in the presence of elemental sulfur, NaOAc, and DMF. Lower yields (4-15%) of the secondary 2-amino derivatives of 1-(pyridin-3-yl)ethanone product (4a-g) were also obtained. However, when the microwave-assisted reactions were carried out on primary (2b-h) and secondary amines (2i-o) in the absence of elemental S at 100-200 degrees C for 15-20 min, the respective secondary 2-amines (4b-h) and tertiary 2-amines (4i-o) of 1-(pyridin-3-yl)ethanones were obtained in good to excellent yields (61-98%). Finally, when 1 subjected to microwave heating at 120 degrees C for 15 min in the presence of elemental sulfur, NH(4)Cl, NaOAc, and DMF, 3-methyl-isothiazolo[5,4-b]pyridine (5) was obtained in 79% yield. Possible mechanisms for the formation of compounds 3-5 are presented.

  DOI：

  10.3987/com-09-s(s)119

文献信息

• Phenylaminopyridines
  申请人：Eberle Martin

  公开号：US20080221171A1

  公开（公告）日：2008-09-11

  The invention relates to novel substituted 3-phenylamino-5-(3-aminophenyl)pyridines and corresponding pyrazines of formula (I), wherein A is CH, C-lower alkyl or N, R 1 represents C(═O)R 9 , S(═O) 2 R 10 , P(═O)(OR 11 ) 2 , optionally substituted phenyl or optionally substituted heteroaryl, and the other substituents have the meaning described in the specification, processes for the preparation thereof, pharmaceutical compositions containing same, the use thereof optionally in combination with one or more other pharmaceutically active compounds for the therapy of neoplastic diseases and autoimmune diseases, and a method for the treatment of such diseases.

  本发明涉及新的取代的3-苯氨基-5-(3-氨基苯基)吡啶和相应的吡嗪化合物，其化学式为(I)，其中A为CH，C-低碳基或N，R1代表C(═O)R9，S(═O)2R10，P(═O)(OR11)2，可选取代苯基或可选取代杂环基，其他取代基的含义如说明书所述，以及其制备过程、含有同样化合物的制药组合物，选用与一个或多个其他药理活性化合物联合治疗肿瘤和自身免疫性疾病的用途以及治疗这些疾病的方法。
• PHENYLAMINOPYRIDINES AND PHENYLAMINOPYRAZINES
  申请人：Basilea Pharmaceutica AG

  公开号：EP1789044B1

  公开（公告）日：2010-10-27
• US8288421B2
  申请人：——

  公开号：US8288421B2

  公开（公告）日：2012-10-16