4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]-6-methylpyrimidine-5-carbaldehyde | 912354-50-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]-6-methylpyrimidine-5-carbaldehyde
• CAS: 912354-50-8
• 化学式: C₁₉H₁₅ClFN₃O₂
• 分子量: 371.798
• InChiKey: SFBFEASVEJUPMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  64.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]-6-methylpyrimidine-5-carbaldehyde 在 sodium hydride 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 3-[4-[3-chloro-4-[(3-fluorophenyl)methoxy]anilino]-6-methylpyrimidin-5-yl]-N-(2-morpholin-4-ylethyl)prop-2-enamide
  参考文献：
  名称：

  Synthesis and evaluation of novel pyrimidine-based dual EGFR/Her-2 inhibitors

  摘要：

  A structure-activity relationship study of 4-anilinopyrimidines for dual EGFR/Her-2 inhibitor has resulted in the identification of 4-anilino-5-alkenyl or 5-alkynyl-6-methylpyrimidine derivatives that have exhibited effective inhibitory activity against both enzymes. The presence of 5-alkenyl or 5-alkynyl moiety bearing terminal hydrophilic group played important role for inhibition of these enzymes. Selected compounds in the series demonstrated some activity against Her-2 dependent cell line ( BT474). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.119
• 作为产物：
  描述：

  Ethyl 4-[3-chloro-4-[(3-fluorophenyl)methoxy]anilino]-6-methylpyrimidine-5-carboxylate 在 lithium aluminium tetrahydride 、 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 4-[3-Chloro-4-[(3-fluorophenyl)methoxy]anilino]-6-methylpyrimidine-5-carbaldehyde
  参考文献：
  名称：

  Synthesis and evaluation of novel pyrimidine-based dual EGFR/Her-2 inhibitors

  摘要：

  A structure-activity relationship study of 4-anilinopyrimidines for dual EGFR/Her-2 inhibitor has resulted in the identification of 4-anilino-5-alkenyl or 5-alkynyl-6-methylpyrimidine derivatives that have exhibited effective inhibitory activity against both enzymes. The presence of 5-alkenyl or 5-alkynyl moiety bearing terminal hydrophilic group played important role for inhibition of these enzymes. Selected compounds in the series demonstrated some activity against Her-2 dependent cell line ( BT474). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.119