2-bromo-5-mesyloxypyridine | 1345202-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-bromo-5-mesyloxypyridine
• 英文别名: 6-Bromopyridin-3-yl methanesulfonate；(6-bromopyridin-3-yl) methanesulfonate
• CAS: 1345202-12-1
• 化学式: C₆H₆BrNO₃S
• 分子量: 252.089
• InChiKey: CCFIMDAYHWFHHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-溴-5-羟基吡啶 、 甲基磺酰氯 在 吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到2-bromo-5-mesyloxypyridine
  参考文献：
  名称：

  Synthetic Studies of Substituted Pyridine Aldehydes as Intermediates for the Synthesis of Toddaquinoline, Its Derivatives and Other Natural Products

  摘要：

  The synthesis of substituted 2-bromopyridine aldehydes as intermediates in our planned approach to toddaquinoline, its derivatives and other natural products is reported. The DMF-formylation method of pyridine ring, the Vilsmeier-Haack procedure and the bromination of pyridine ring respectively, were studied in order to synthesize the above mentioned compounds. The successful methods (DMF-formylation and bromination of pyridine ring) provided the 2-bromo-4-formyl-5-tosyloxypyridine Ib and 5-benzyloxy-2,4,6-tribromonicotinaldehyde Ia under relatively mild conditions and in good yields.

  DOI：

  10.3987/com-11-12239

文献信息

• Synthetic Studies of Substituted Pyridine Aldehydes as Intermediates for the Synthesis of Toddaquinoline, Its Derivatives and Other Natural Products
  作者：Georgeta Serban、Hitoshi Abe、Yasuo Takeuchi

  DOI：10.3987/com-11-12239

  日期：——

  The synthesis of substituted 2-bromopyridine aldehydes as intermediates in our planned approach to toddaquinoline, its derivatives and other natural products is reported. The DMF-formylation method of pyridine ring, the Vilsmeier-Haack procedure and the bromination of pyridine ring respectively, were studied in order to synthesize the above mentioned compounds. The successful methods (DMF-formylation and bromination of pyridine ring) provided the 2-bromo-4-formyl-5-tosyloxypyridine Ib and 5-benzyloxy-2,4,6-tribromonicotinaldehyde Ia under relatively mild conditions and in good yields.