tert-butyl 6-aminopyridazine-3-carboxylate | 1417696-35-5

• 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: tert-butyl 6-aminopyridazine-3-carboxylate
• 英文别名: Tert-butyl 6-aminopyridazine-3-carboxylate
• CAS: 1417696-35-5
• 化学式: C₉H₁₃N₃O₂
• 分子量: 195.221
• InChiKey: PDJFULWIUOMZEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  78.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl 6-chloropyridazine-3-carboxylate 在 盐酸 、 sodium azide 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 生成 tert-butyl 6-aminopyridazine-3-carboxylate
  参考文献：
  名称：

  Highly efficient one-pot amination of carboxylate-substituted nitrogen-containing heteroaryl chlorides via Staudinger reaction

  摘要：

  An efficient one-pot method for the synthesis of tert-butyl 6-aminonicotinate (5) is described. The key transformation involves displacement of the chloro group in tert-butyl 6-chloronicotinate (2) with azide followed by a Staudinger reaction. The scope of this methodology is further extended for the synthesis of a series of carboxylate-substituted heteroaryl amines. In particular, we synthesized tert-butyl carboxylate-substituted amino-pyridine, -pyridazine, and -pyrazine. In addition to one-pot conversion, short reaction time, simplicity of operation, ease of purification, and good yields are the key advantages of this methodology. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.027

文献信息

• Highly efficient one-pot amination of carboxylate-substituted nitrogen-containing heteroaryl chlorides via Staudinger reaction
  作者：Sachin R. Kandalkar、Rahul D. Kaduskar、Parimi Atchuta Ramaiah、Dinesh A. Barawkar、Debnath Bhuniya、Anil M. Deshpande

  DOI：10.1016/j.tetlet.2012.11.027

  日期：2013.1

  An efficient one-pot method for the synthesis of tert-butyl 6-aminonicotinate (5) is described. The key transformation involves displacement of the chloro group in tert-butyl 6-chloronicotinate (2) with azide followed by a Staudinger reaction. The scope of this methodology is further extended for the synthesis of a series of carboxylate-substituted heteroaryl amines. In particular, we synthesized tert-butyl carboxylate-substituted amino-pyridine, -pyridazine, and -pyrazine. In addition to one-pot conversion, short reaction time, simplicity of operation, ease of purification, and good yields are the key advantages of this methodology. (C) 2012 Elsevier Ltd. All rights reserved.