2-benzyl-5-deutero-4-isopropylpyridazin-3(2H)-one | 1200133-53-4

• 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: 2-benzyl-5-deutero-4-isopropylpyridazin-3(2H)-one
• 英文别名: 2-Benzyl-5-deuterio-4-propan-2-ylpyridazin-3-one
• CAS: 1200133-53-4
• 化学式: C₁₄H₁₆N₂O
• 分子量: 229.286
• InChiKey: KAJLQUUKRATOMA-BNEYPBHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-benzyl-5-bromo-4-methoxypyridazin-3(2H)-one 、 异丙基氯化镁 在 重水 作用下， 以 四氢呋喃 为溶剂， 反应 0.33h， 以61%的产率得到2-benzyl-5-deutero-4-isopropylpyridazin-3(2H)-one
  参考文献：
  名称：

  Synthesis of Functionalized Pyridazin-3(2H)-ones via Bromine−Magnesium Exchange on Bromopyridazin-3(2H)-ones

  摘要：

  The potential of halogen-magnesium exchange reactions, followed by quenching with elect rophiles, for the functionalization of the pyridazin-3(2H)-one core was investigated. 2-Benzyl-4-bromo-5-methoxy-(1), 2-benzyl-5-bromo-4-methoxy- (4), and 2-benzyl-4,5-dibromopyridazin-3(2H)-one (10) were selected as readily available model substrates. While I and 10 gave exclusively C-4 metalation, a tandem reaction involving nucleophilic substitution via addition elimination and bromine-magnesium exchange was observed with 4.

  DOI：

  10.1021/jo9020985

文献信息

• Synthesis of Functionalized Pyridazin-3(2<i>H</i>)-ones via Bromine−Magnesium Exchange on Bromopyridazin-3(2<i>H</i>)-ones
  作者：Oxana Ryabtsova、Tom Verhelst、Mattijs Baeten、Christophe M. L. Vande Velde、Bert U. W. Maes

  DOI：10.1021/jo9020985

  日期：2009.12.18

  The potential of halogen-magnesium exchange reactions, followed by quenching with elect rophiles, for the functionalization of the pyridazin-3(2H)-one core was investigated. 2-Benzyl-4-bromo-5-methoxy-(1), 2-benzyl-5-bromo-4-methoxy- (4), and 2-benzyl-4,5-dibromopyridazin-3(2H)-one (10) were selected as readily available model substrates. While I and 10 gave exclusively C-4 metalation, a tandem reaction involving nucleophilic substitution via addition elimination and bromine-magnesium exchange was observed with 4.