benzyl 4-(3,5-dibromopyridin-2-yl)piperazine-1-carboxylate | 1259313-57-9

• 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: benzyl 4-(3,5-dibromopyridin-2-yl)piperazine-1-carboxylate
• 英文别名: Benzyl 4-(3,5-dibromopyridin-2-yl)piperazine-1-carboxylate
• CAS: 1259313-57-9
• 化学式: C₁₇H₁₇Br₂N₃O₂
• 分子量: 455.149
• InChiKey: HXFZMEYJDIVGMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  45.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl 4-(3,5-dibromopyridin-2-yl)piperazine-1-carboxylate 、 4-氰基苯硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以52%的产率得到benzyl 4-[5-bromo-3-(4-cyanophenyl)pyridin-2-yl]piperazine-1-carboxylate
  参考文献：
  名称：

  Cross-coupling reaction on N-(3,5-dibromo-2-pyridyl)piperazines: regioselective synthesis of 3,5-disubstituted pyridylpiperazines

  摘要：

  Unsymmetrical 3 5-disubstituted pyridylpiperazines were prepared from tribromopyridine in three coupling reactions Key to the success of the syntheses is the palladium-catalyzed regioselective cross-coupling reaction in the 3-position of N-(3 5-dibromo-2-pyridyl)piperazines (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.100
• 作为产物：
  描述：

  2,3,5-三溴吡啶 、 苄基-1-哌嗪碳酸酯 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 16.0h， 以85%的产率得到benzyl 4-(3,5-dibromopyridin-2-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  Cross-coupling reaction on N-(3,5-dibromo-2-pyridyl)piperazines: regioselective synthesis of 3,5-disubstituted pyridylpiperazines

  摘要：

  Unsymmetrical 3 5-disubstituted pyridylpiperazines were prepared from tribromopyridine in three coupling reactions Key to the success of the syntheses is the palladium-catalyzed regioselective cross-coupling reaction in the 3-position of N-(3 5-dibromo-2-pyridyl)piperazines (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tet.2010.09.100

文献信息

• Cross-coupling reaction on N-(3,5-dibromo-2-pyridyl)piperazines: regioselective synthesis of 3,5-disubstituted pyridylpiperazines
  作者：Hidemasa Hikawa、Yuusaku Yokoyama

  DOI：10.1016/j.tet.2010.09.100

  日期：2010.12

  Unsymmetrical 3 5-disubstituted pyridylpiperazines were prepared from tribromopyridine in three coupling reactions Key to the success of the syntheses is the palladium-catalyzed regioselective cross-coupling reaction in the 3-position of N-(3 5-dibromo-2-pyridyl)piperazines (C) 2010 Elsevier Ltd All rights reserved