6-(4-chloro-1H-pyrazol-1-yl)-4,4-dimethyl-1H-benzo[d][1,3]oxazin-2(4H)-one | 1248589-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 6-(4-chloro-1H-pyrazol-1-yl)-4,4-dimethyl-1H-benzo[d][1,3]oxazin-2(4H)-one
• 英文别名: 6-(4-chloropyrazol-1-yl)-4,4-dimethyl-1H-3,1-benzoxazin-2-one
• CAS: 1248589-27-6
• 化学式: C₁₃H₁₂ClN₃O₂
• 分子量: 277.71
• InChiKey: XTOQRTGPURQWMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  56.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-氯马来醛 、 (4,4-二甲基-2-氧代-1,4-二氢-2H-3,1-苯并恶嗪-6-基)硼酸 在 偶氮二甲酸二叔丁酯 、 copper(II) acetate monohydrate 、 盐酸 作用下， 以 甲醇 、 1,4-二氧六环 为溶剂， 反应 1.0h， 以78%的产率得到6-(4-chloro-1H-pyrazol-1-yl)-4,4-dimethyl-1H-benzo[d][1,3]oxazin-2(4H)-one
  参考文献：
  名称：

  One-pot copper-catalyzed synthesis of N-functionalized pyrazoles from boronic acids

  摘要：

  A straight-forward route to prepare a diverse set of N-aryl pyrazoles via a one-pot copper-catalyzed boronic acid coupling and cyclization protocol is presented. A variety of aryl and heteroaryl N-functionalized pyrazoles not easily accessible by other means were formed in good yield from readily available boronic acid precursors in an operationally simple procedure. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.077

文献信息

• One-pot copper-catalyzed synthesis of N-functionalized pyrazoles from boronic acids
  作者：Ramsay E. Beveridge、Dilinie Fernando、Brian S. Gerstenberger

  DOI：10.1016/j.tetlet.2010.07.077

  日期：2010.9

  A straight-forward route to prepare a diverse set of N-aryl pyrazoles via a one-pot copper-catalyzed boronic acid coupling and cyclization protocol is presented. A variety of aryl and heteroaryl N-functionalized pyrazoles not easily accessible by other means were formed in good yield from readily available boronic acid precursors in an operationally simple procedure. (C) 2010 Elsevier Ltd. All rights reserved.