Ethyl 2-(pyridin-2-ylamino)-1,3-oxazole-5-carboxylate | 1380420-39-2

• 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: Ethyl 2-(pyridin-2-ylamino)-1,3-oxazole-5-carboxylate
• 英文别名: ethyl 2-(pyridin-2-ylamino)-1,3-oxazole-5-carboxylate
• CAS: 1380420-39-2
• 化学式: C₁₁H₁₁N₃O₃
• 分子量: 233.227
• InChiKey: MZNJLRMHVYPPDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氯吡啶 、 2-氨基噁唑-5-羧酸乙酯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 caesium carbonate 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 生成 Ethyl 2-(pyridin-2-ylamino)-1,3-oxazole-5-carboxylate
  参考文献：
  名称：

  Studies on the coupling of substituted 2-amino-1,3-oxazoles with chloro-heterocycles

  摘要：

  Direct coupling of five-membered heterocyclic amines with halo-heterocycles is a notoriously recalcitrant transformation. Herein we report our findings on the coupling of substituted 2-amino-1,3-oxazoles with chloro-heterocycles. Whereas the coupling of 2-amino-1,3-oxazole is inefficient under a large variety of state-of-the-art catalytic conditions tested, coupling of an ester substituted 2-amino-1,3-oxazole is relatively efficient and provides access, via a hydrolysis-decarboxylation protocol, to the 2-amino-1,3-oxazole coupled products. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.04.015

文献信息

• Studies on the coupling of substituted 2-amino-1,3-oxazoles with chloro-heterocycles
  作者：Gary M. Noonan、Allan P. Dishington、Jennifer Pink、Andrew D. Campbell

  DOI：10.1016/j.tetlet.2012.04.015

  日期：2012.6

  Direct coupling of five-membered heterocyclic amines with halo-heterocycles is a notoriously recalcitrant transformation. Herein we report our findings on the coupling of substituted 2-amino-1,3-oxazoles with chloro-heterocycles. Whereas the coupling of 2-amino-1,3-oxazole is inefficient under a large variety of state-of-the-art catalytic conditions tested, coupling of an ester substituted 2-amino-1,3-oxazole is relatively efficient and provides access, via a hydrolysis-decarboxylation protocol, to the 2-amino-1,3-oxazole coupled products. (C) 2012 Elsevier Ltd. All rights reserved.