5-bromo-4-chloro-6-methyl-2-ethylsulfanylpyrimidine | 897030-98-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 5-bromo-4-chloro-6-methyl-2-ethylsulfanylpyrimidine
• 英文别名: 5-Bromo-4-chloro-2-ethylsulfanyl-6-methylpyrimidine
• CAS: 897030-98-7
• 化学式: C₇H₈BrClN₂S
• 分子量: 267.577
• InChiKey: CLKBLVCGQBJRFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  51.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-bromo-4-chloro-6-methyl-2-ethylsulfanylpyrimidine 、 乙基乙炔基甲醇 在 palladium on activated charcoal copper(l) iodide 、 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 15.0h， 以96%的产率得到1-(5-Bromo-2-ethylsulfanyl-6-methylpyrimidin-4-yl)pent-1-yn-3-ol
  参考文献：
  名称：

  Alkynylation of halo pyrimidines under Pd/C–copper catalysis: regioselective synthesis of 4- and 5-alkynylpyrimidines

  摘要：

  5-Bromo-4-chloro-6-methylpyrimidines underwent facile Pd/C-Cu catalyzed coupling reactions with a variety of terminal alkynes, which resulted in the corresponding 4-alkynyl-5-bromopyrimidines, regioselectively, with good yields. 4-Chloro-5-iodo-6-methylpyrimidine, however, yielded the corresponding 5-alkyiiyl-4-chloropyrimidines under the same reaction conditions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.159
• 作为产物：
  描述：

  2-乙硫基-6-甲基-1H-嘧啶-4-酮 在 溴 、 三氯氧磷 作用下， 以 溶剂黄146 为溶剂， 生成 5-bromo-4-chloro-6-methyl-2-ethylsulfanylpyrimidine
  参考文献：
  名称：

  Alkynylation of halo pyrimidines under Pd/C–copper catalysis: regioselective synthesis of 4- and 5-alkynylpyrimidines

  摘要：

  5-Bromo-4-chloro-6-methylpyrimidines underwent facile Pd/C-Cu catalyzed coupling reactions with a variety of terminal alkynes, which resulted in the corresponding 4-alkynyl-5-bromopyrimidines, regioselectively, with good yields. 4-Chloro-5-iodo-6-methylpyrimidine, however, yielded the corresponding 5-alkyiiyl-4-chloropyrimidines under the same reaction conditions. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.159

文献信息

• Alkynylation of halo pyrimidines under Pd/C–copper catalysis: regioselective synthesis of 4- and 5-alkynylpyrimidines
  作者：Manojit Pal、Venkateswara Rao Batchu、Nalivela Kumara Swamy、Srinivas Padakanti

  DOI：10.1016/j.tetlet.2006.03.159

  日期：2006.6

  5-Bromo-4-chloro-6-methylpyrimidines underwent facile Pd/C-Cu catalyzed coupling reactions with a variety of terminal alkynes, which resulted in the corresponding 4-alkynyl-5-bromopyrimidines, regioselectively, with good yields. 4-Chloro-5-iodo-6-methylpyrimidine, however, yielded the corresponding 5-alkyiiyl-4-chloropyrimidines under the same reaction conditions. (c) 2006 Elsevier Ltd. All rights reserved.