4-acetyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine-2-carboxylic acid methyl ester | 882984-54-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-acetyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine-2-carboxylic acid methyl ester
• CAS: 882984-54-5
• 化学式: C₁₁H₁₂N₂O₄
• 分子量: 236.227
• InChiKey: ZXKBBQVQQSFEDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.37
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  68.73
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  4-acetyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine-2-carboxylic acid methyl ester 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 sodium iodide 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 25.0h， 生成 4-acetyl-4H-pyrido[3,2-b][1,4]oxazine-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of substituted 3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine as new scaffolds for potential bioactive compounds

  摘要：

  The title compounds having different substituents on the heterocyclic framework were prepared by several methods from 2-acetamido-3-hydroxypyridine. The condensation of 2-protected-amino-3-hydroxypyridine with 2-chloroacrylonitrile or ethyl 2,3-dibromopropionate provided in several cases two isomeric pyrido-oxazines. Whereas the reaction of 2-acetamido-3-hydroxypyridine with methyl 2,3-dibromopropionate or with alpha-halocarbonyl compounds gave exclusively the 2-substituted pyrido-oxazine, in a one-step operation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.071
• 作为产物：
  描述：

  2-氨基-3-羟基吡啶 在 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 36.25h， 生成 4-acetyl-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis of substituted 3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine as new scaffolds for potential bioactive compounds

  摘要：

  The title compounds having different substituents on the heterocyclic framework were prepared by several methods from 2-acetamido-3-hydroxypyridine. The condensation of 2-protected-amino-3-hydroxypyridine with 2-chloroacrylonitrile or ethyl 2,3-dibromopropionate provided in several cases two isomeric pyrido-oxazines. Whereas the reaction of 2-acetamido-3-hydroxypyridine with methyl 2,3-dibromopropionate or with alpha-halocarbonyl compounds gave exclusively the 2-substituted pyrido-oxazine, in a one-step operation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.071