4-(4-bromophenyl)-6-(difluoromethyl)-2-phenylpyrimidine | 1160587-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(4-bromophenyl)-6-(difluoromethyl)-2-phenylpyrimidine
• CAS: 1160587-11-0
• 化学式: C₁₇H₁₁BrF₂N₂
• 分子量: 361.189
• InChiKey: GZYAREGTMBFSBU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(4-bromophenyl)-4,4-difluorobut-2-yn-1-one 、 苯甲脒 在 sodium carbonate 作用下， 以 氯仿 、 乙腈 为溶剂， 以148.2 mg的产率得到4-(4-bromophenyl)-6-(difluoromethyl)-2-phenylpyrimidine
  参考文献：
  名称：

  Flexible Synthesis of Pyrimidines with Chiral Monofluorinated and Difluoromethyl Side Chains

  摘要：

  Chiral pyrimidines with a fluorine atom in the benzylic position are easily accessible in high enantiomeric excesses from optically active propargylic intermediates by two complementary routes. Both the use of optically active propargylic fluorides and the fluorination of the chiral pyrimidine in the final stage give excellent results in terms of enantiocontrol. On the other hand, original pyrimidines with a difluoromethyl side chain are also obtained in a few steps from new propargylic ketones bearing a CHF2 substituent on the triple bond.

  DOI：

  10.1021/jo900674u

文献信息

• Flexible Synthesis of Pyrimidines with Chiral Monofluorinated and Difluoromethyl Side Chains
  作者：Pierre Bannwarth、Alain Valleix、Danielle Grée、René Grée

  DOI：10.1021/jo900674u

  日期：2009.6.19

  Chiral pyrimidines with a fluorine atom in the benzylic position are easily accessible in high enantiomeric excesses from optically active propargylic intermediates by two complementary routes. Both the use of optically active propargylic fluorides and the fluorination of the chiral pyrimidine in the final stage give excellent results in terms of enantiocontrol. On the other hand, original pyrimidines with a difluoromethyl side chain are also obtained in a few steps from new propargylic ketones bearing a CHF2 substituent on the triple bond.