(2-methoxyethyl)(pyrimidin-2-yl)amine | 918801-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (2-methoxyethyl)(pyrimidin-2-yl)amine
• 英文别名: N-(2-methoxyethyl)pyrimidin-2-amine
• CAS: 918801-83-9
• 化学式: C₇H₁₁N₃O
• mdl: MFCD11122557
• 分子量: 153.184
• InChiKey: PKDFHHLFTHQYEW-UHFFFAOYSA-N

物化性质

• 沸点：
  272.5±42.0 °C(Predicted)
• 密度：
  1.137±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  47
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-methoxyethyl)(pyrimidin-2-yl)amine 、 2’-溴-4-氟苯丙酮 在 4-二甲氨基吡啶 作用下， 以 乙腈 为溶剂， 反应 0.5h， 以89%的产率得到2-(4-fluorophenyl)-2-hydroxy-1-(2-methoxyethyl)-3-methyl-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-4-ium bromide
  参考文献：
  名称：

  A Divergent Synthesis of Substituted 2-Aminoimidazoles from 2-Aminopyrimidines

  摘要：

  A new divergent and efficient synthesis of substituted 2-aminoimidazoles 5 and 6 has been developed starting from the readily available 2-aminopyrimidines 1 and alpha-broinocarbonyl compounds 2, Using conventional heating or microwave irradiation. Thus, the cleavage of 1,2,3-substituted imidazo[1,2-a]pyrimidin-1 -iumsalts 4 with hydrazine or secondary amines led to 1,4,5-trisubstituted 2-aminoimidazoles 5, when the hydrazinolysis of 2-hydroxy-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-4-ium salts 3, followed by a novel Dimroth-type rearrangement, resulted in formation of 2-amino-1H-imidazoles 6. The relevant pathway of transformations was identified by characterization of the intermediates.

  DOI：

  10.1021/jo8008758
• 作为产物：
  描述：

  2-氯嘧啶 、 2-甲氧基乙胺 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 0.08h， 以77%的产率得到(2-methoxyethyl)(pyrimidin-2-yl)amine
  参考文献：
  名称：

  A Divergent Synthesis of Substituted 2-Aminoimidazoles from 2-Aminopyrimidines

  摘要：

  A new divergent and efficient synthesis of substituted 2-aminoimidazoles 5 and 6 has been developed starting from the readily available 2-aminopyrimidines 1 and alpha-broinocarbonyl compounds 2, Using conventional heating or microwave irradiation. Thus, the cleavage of 1,2,3-substituted imidazo[1,2-a]pyrimidin-1 -iumsalts 4 with hydrazine or secondary amines led to 1,4,5-trisubstituted 2-aminoimidazoles 5, when the hydrazinolysis of 2-hydroxy-2,3-dihydro-1H-imidazo[1,2-a]pyrimidin-4-ium salts 3, followed by a novel Dimroth-type rearrangement, resulted in formation of 2-amino-1H-imidazoles 6. The relevant pathway of transformations was identified by characterization of the intermediates.

  DOI：

  10.1021/jo8008758

文献信息

• [EN] MACROCYCLIC AND BICYCLIC INHIBITORS OF HEPATITIS C VIRUS<br/>[FR] INHIBITEURS MACROCYCLIQUES ET BICYCLIQUES DU VIRUS DE L'HÉPATITE C
  申请人：GILEAD SCIENCES INC

  公开号：WO2014145095A1

  公开（公告）日：2014-09-18

  Compounds of formula (I):or pharmaceutically acceptable salts thereof, wherein the various substituents are defined herein, methods of using said compounds, and pharmaceutical compositions containing said compounds.

  式(I)的化合物或其药用可接受的盐，其中各种取代基在此定义，使用所述化合物的方法，以及含有所述化合物的药物组合物。
• Efficient One-Pot, Two-Step, Microwave-Assisted Procedure for the Synthesis of Polysubstituted 2-Aminoimidazoles
  作者：Denis S. Ermolat'ev、Eugene V. Babaev、Erik V. Van der Eycken

  DOI：10.1021/ol062421c

  日期：2006.12.1

  A microwave-assisted, one-pot, two-step protocol was developed for the construction of polysubstituted 2-aminoimidazoles. This process involves the sequential formation of imidazo[1,2-a]pyrimidinium salts from readily available 2-aminopyrimidines and alpha-bromocarbonyl compounds, followed by opening of the pyrimidine ring with hydrazine. [reaction: see text]

  开发了微波辅助的一锅两步操作规程，用于构建多取代的2-氨基咪唑。该过程涉及由容易获得的2-氨基嘧啶和α-溴羰基化合物顺序形成咪唑并[1,2-a]嘧啶鎓盐，然后用肼打开嘧啶环。[反应：看文字]
• [EN] INHIBITORS OF HEPATITIS C VIRUS<br/>[FR] INHIBITEURS DU VIRUS DE L'HÉPATITE C
  申请人：GILEAD SCIENCES INC

  公开号：WO2014008285A1

  公开（公告）日：2014-01-09

  Compounds of Formula I are disclosed, As well as pharmaceutically acceptable salts thereof. Methods of using said compounds and pharmaceutical compositions containing said compounds are also disclosed.

  化合物I的结构已经披露，以及其药用盐。还披露了使用这些化合物的方法和含有这些化合物的药物组合物。
• INHIBITORS OF HEPATITIS C VIRUS
  申请人：Gilead Sciences, Inc.

  公开号：EP3159345A1

  公开（公告）日：2017-04-26

  Compounds of Formula (IV), as well as pharmaceutically acceptable salts thereof, are disclosed: The compounds are useful in the treatment of Hepatitis C infections.

  本研究公开了式（IV）化合物及其药学上可接受的盐类： 这些化合物可用于治疗丙型肝炎感染。
• INTERMEDIATES FOR PREPARING INHIBITORS OF HEPATITIS C VIRUS
  申请人：Gilead Sciences, Inc.

  公开号：EP3492464A1

  公开（公告）日：2019-06-05

  Intermediates, used for preparing inhibitors of the hepatitis C virus, of the following formulae are disclosed

  公开了用于制备丙型肝炎病毒抑制剂的下列配方的中间体