4-bromo-2-(2-methylpyrimidin-4-yl)phenol | 1360445-02-8

• 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-bromo-2-(2-methylpyrimidin-4-yl)phenol
• CAS: 1360445-02-8
• 化学式: C₁₁H₉BrN₂O
• 分子量: 265.109
• InChiKey: RNXBARVOLJNRKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  46.01
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5-allyl-2-methoxyphenylboronic acid 、 4-bromo-2-(2-methylpyrimidin-4-yl)phenol 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 16.67h， 以82%的产率得到5'-allyl-2'-methoxy-3-(2-methylpyrimidin-4-yl)-[1,1'-biphenyl]-4-ol
  参考文献：
  名称：

  Synthesis and neurite growth evaluation of new analogues of honokiol, a neolignan with potent neurotrophic activity

  摘要：

  A versatile synthetic route is reported towards the preparation of new analogues for potent neurotrophic agent biaryl-type lignan honokiol. A focused 24-membered library of derivatives containing five different groups at 5'-position of honokiol has been prepared in fair to good overall yields. Compared to the natural product, or to analogues with a short alkyl chain in this position, these new derivatives have lost most of the neurotrophic activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.015
• 作为产物：
  描述：

  5-溴水杨醛 在 Jones reagent 、 三氟二甲基硫醚络合物 、 sodium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 1,2-二氯乙烷 、 丙酮 、 乙腈 为溶剂， 反应 16.5h， 生成 4-bromo-2-(2-methylpyrimidin-4-yl)phenol
  参考文献：
  名称：

  Synthesis and neurite growth evaluation of new analogues of honokiol, a neolignan with potent neurotrophic activity

  摘要：

  A versatile synthetic route is reported towards the preparation of new analogues for potent neurotrophic agent biaryl-type lignan honokiol. A focused 24-membered library of derivatives containing five different groups at 5'-position of honokiol has been prepared in fair to good overall yields. Compared to the natural product, or to analogues with a short alkyl chain in this position, these new derivatives have lost most of the neurotrophic activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.015