1-[4-(4-Nitro-1-oxy-pyridin-3-yl)-piperazin-1-yl]-3-phenyl-propynone | 868603-33-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-[4-(4-Nitro-1-oxy-pyridin-3-yl)-piperazin-1-yl]-3-phenyl-propynone
• CAS: 868603-33-2
• 化学式: C₁₈H₁₆N₄O₄
• 分子量: 352.349
• InChiKey: CFAGAQXCMUOSBC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.93
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  93.63
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-[4-(4-Nitro-1-oxy-pyridin-3-yl)-piperazin-1-yl]-3-phenyl-propynone 在 Re(O)(Ph₃P)2Cl₃ 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以0.45 g的产率得到1-[4-(4-nitropyridin-3-yl)piperazin-1-yl]-3-phenylpropynone
  参考文献：
  名称：

  Nucleophilic Substitution Reaction of Amines with 3-Bromo-4-nitropyridine (and 2-Nitropyridine): A New Nitro-group Migration

  摘要：

  On the reaction 3 -bromo-4-nitropyridine with amine, three in stead of two expected products are separated. 2D NMR spectral data indicate the major product was an unexpected nitro-group migration product. To explore the rearrangement mechanism, a systematic study with various solvents and bases was undertaken. Results obtained indicate that nitro-group migration occurs in polar aprotic solvents; while expected nucleophilic substitution took place under all tested conditions.

  DOI：

  10.3987/com-05-10455
• 作为产物：
  描述：

  N-Boc-哌嗪 在 盐酸 、 TEA 、 1-羟基苯并三唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 58.5h， 生成 1-[4-(4-Nitro-1-oxy-pyridin-3-yl)-piperazin-1-yl]-3-phenyl-propynone
  参考文献：
  名称：

  Nucleophilic Substitution Reaction of Amines with 3-Bromo-4-nitropyridine (and 2-Nitropyridine): A New Nitro-group Migration

  摘要：

  On the reaction 3 -bromo-4-nitropyridine with amine, three in stead of two expected products are separated. 2D NMR spectral data indicate the major product was an unexpected nitro-group migration product. To explore the rearrangement mechanism, a systematic study with various solvents and bases was undertaken. Results obtained indicate that nitro-group migration occurs in polar aprotic solvents; while expected nucleophilic substitution took place under all tested conditions.

  DOI：

  10.3987/com-05-10455