3-[(2-methylpyridin-3-yl)oxy]-5-(pyridin-4-ylsulfanyl)pyridine 1-oxide | 1416057-98-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[(2-methylpyridin-3-yl)oxy]-5-(pyridin-4-ylsulfanyl)pyridine 1-oxide
• 英文别名: 3-(2-Methylpyridin-3-yl)oxy-1-oxido-5-pyridin-4-ylsulfanylpyridin-1-ium；3-(2-methylpyridin-3-yl)oxy-1-oxido-5-pyridin-4-ylsulfanylpyridin-1-ium
• CAS: 1416057-98-1
• 化学式: C₁₆H₁₃N₃O₂S
• 分子量: 311.364
• InChiKey: CIAJOULEMGGIEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  85.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[(2-methylpyridin-3-yl)oxy]-5-(pyridin-4-ylsulfanyl)pyridine 1-oxide 、 糖精 在 N,N-二异丙基乙胺 、 对甲苯磺酰氯 作用下， 以 二氯甲烷 为溶剂， 生成 2-[3-(2-Methylpyridin-3-yl)oxy-5-pyridin-4-ylsulfanylpyridin-2-yl]-1,1-dioxo-1,2-benzothiazol-3-one
  参考文献：
  名称：

  An Efficient, Regioselective Amination of 3,5-Disubstituted Pyridine N-Oxides Using Saccharin as an Ammonium Surrogate

  摘要：

  A process for the regioselective amination of unsymmetrical 3,5-substituted pyridine N-oxides has been developed utilizing cheap, readily available saccharin as an ammonium surrogate. High conversions of the corresponding saccharin adducts have been achieved under mild reaction conditions. In situ deprotection under acidic conditions allows for a one-pot process to substituted aminopyridines. High regioselectivities were obtained from a variety of 3,5-disubstituted pyridine N-oxides.

  DOI：

  10.1021/ol303218p
• 作为产物：
  描述：

  吡啶-4(1H)-硫酮 、 3-羟基-2-甲基吡啶 、 3,5-二溴吡啶氮氧化物-1 在 potassium phosphate 作用下， 以 二甲基亚砜 为溶剂， 反应 23.0h， 以64%的产率得到3-[(2-methylpyridin-3-yl)oxy]-5-(pyridin-4-ylsulfanyl)pyridine 1-oxide
  参考文献：
  名称：

  An Efficient, Regioselective Amination of 3,5-Disubstituted Pyridine N-Oxides Using Saccharin as an Ammonium Surrogate

  摘要：

  A process for the regioselective amination of unsymmetrical 3,5-substituted pyridine N-oxides has been developed utilizing cheap, readily available saccharin as an ammonium surrogate. High conversions of the corresponding saccharin adducts have been achieved under mild reaction conditions. In situ deprotection under acidic conditions allows for a one-pot process to substituted aminopyridines. High regioselectivities were obtained from a variety of 3,5-disubstituted pyridine N-oxides.

  DOI：

  10.1021/ol303218p

文献信息

• An Efficient, Regioselective Amination of 3,5-Disubstituted Pyridine <i>N</i>-Oxides Using Saccharin as an Ammonium Surrogate
  作者：Robert P. Farrell、Maria Victoria Silva Elipe、Michael D. Bartberger、Jason S. Tedrow、Filisaty Vounatsos

  DOI：10.1021/ol303218p

  日期：2013.1.4

  A process for the regioselective amination of unsymmetrical 3,5-substituted pyridine N-oxides has been developed utilizing cheap, readily available saccharin as an ammonium surrogate. High conversions of the corresponding saccharin adducts have been achieved under mild reaction conditions. In situ deprotection under acidic conditions allows for a one-pot process to substituted aminopyridines. High regioselectivities were obtained from a variety of 3,5-disubstituted pyridine N-oxides.