N-(pyridin-2-yl)-1H-imidazol-4-amine | 1537903-06-2

• 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-(pyridin-2-yl)-1H-imidazol-4-amine
• 英文别名: N-(1H-imidazol-5-yl)pyridin-2-amine
• CAS: 1537903-06-2
• 化学式: C₈H₈N₄
• 分子量: 160.178
• InChiKey: VMWFLLZDTGOQES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氨基吡啶 、 4-溴-1H-咪唑 在 2-二叔丁基膦-2′,4′,6′-三异丙基-3,6-二甲氧基-1,1′-联苯 、 [(2-di-tert-butylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1’-biphenyl)-2-(2’-amino-1,1‘-biphenyl)]palladium(II) methanesulfonate 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以84%的产率得到N-(pyridin-2-yl)-1H-imidazol-4-amine
  参考文献：
  名称：

  Palladium-Catalyzed Amination of Unprotected Five-Membered Heterocyclic Bromides

  摘要：

  An efficient method for the palladium-catalyzed amination of unprotected bromoimidazoles and bromopyrazoles is presented. The transformation is facilitated by the use of our newly developed Pd precatalyst based on the bulky biarylphosphine ligand tBuBrettPhos (L4). The mild reaction conditions employed allow for the preparation of a broad scope of aminoimidazoles and aminopyrazoles in moderate to excellent yields.

  DOI：

  10.1021/ol4035947

文献信息

• [EN] SUBSTITUTED IMIDAZOLES HAVING CYTOKINE INHIBITORY ACTIVITY<br/>[FR] IMIZADOLES SUBSTITUES A ACTIVITE INHIBITRICE DE LA CYTOKINE
  申请人：MERCK & CO INC

  公开号：WO2001022965A1

  公开（公告）日：2001-04-05

  There are disclosed compounds of formula (I) and pharmaceutically acceptable salts thereof which exhibit utility for the treatment of cytokine mediated diseases such as arthritis.
• Palladium-Catalyzed Amination of Unprotected Five-Membered Heterocyclic Bromides
  作者：Mingjuan Su、Naoyuki Hoshiya、Stephen L. Buchwald

  DOI：10.1021/ol4035947

  日期：2014.2.7

  An efficient method for the palladium-catalyzed amination of unprotected bromoimidazoles and bromopyrazoles is presented. The transformation is facilitated by the use of our newly developed Pd precatalyst based on the bulky biarylphosphine ligand tBuBrettPhos (L4). The mild reaction conditions employed allow for the preparation of a broad scope of aminoimidazoles and aminopyrazoles in moderate to excellent yields.