5-amino-2-(6-bromopyridin-3-yl)thiazole-4-carboxamide | 1431080-20-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-amino-2-(6-bromopyridin-3-yl)thiazole-4-carboxamide
• 英文别名: 5-Amino-2-(6-bromopyridin-3-yl)-1,3-thiazole-4-carboxamide；5-amino-2-(6-bromopyridin-3-yl)-1,3-thiazole-4-carboxamide
• CAS: 1431080-20-4
• 化学式: C₉H₇BrN₄OS
• 分子量: 299.151
• InChiKey: BLMFRKHXJFFNPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  123
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-溴-5-醛基吡啶 、 2-氨基-2-氰基乙酰胺 在 N-甲基咪唑 、 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 以 N-甲基吡咯烷酮 、 甲苯 为溶剂， 以21%的产率得到5-amino-2-(6-bromopyridin-3-yl)thiazole-4-carboxamide
  参考文献：
  名称：

  A one-step, multi-component reaction for the synthesis of fully substituted 5-amino-4-carboxamidthiazoles

  摘要：

  A novel multi-component reaction has been developed for the synthesis of fully substituted 5-amino-4-carboxamidthiazoles. Condensation of an aldehyde with commercially available 2-amino-2-cyanoacetamide in the presence of elemental sulfur and base affords these heterocycles in a one-pot reaction sequence. A variety of aryl, heteroaryl, and aliphatic aldehydes were successfully utilized, thus providing rapid access to functionalized thiazoles that are valuable intermediates in the synthesis of pharmacologically active compounds. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.014

文献信息

• A one-step, multi-component reaction for the synthesis of fully substituted 5-amino-4-carboxamidthiazoles
  作者：Kaleen K. Childers、Andrew M. Haidle、Michelle R. Machacek、J. Patrick Rogers、Eric Romeo

  DOI：10.1016/j.tetlet.2013.03.014

  日期：2013.5

  A novel multi-component reaction has been developed for the synthesis of fully substituted 5-amino-4-carboxamidthiazoles. Condensation of an aldehyde with commercially available 2-amino-2-cyanoacetamide in the presence of elemental sulfur and base affords these heterocycles in a one-pot reaction sequence. A variety of aryl, heteroaryl, and aliphatic aldehydes were successfully utilized, thus providing rapid access to functionalized thiazoles that are valuable intermediates in the synthesis of pharmacologically active compounds. (C) 2013 Elsevier Ltd. All rights reserved.