1,5-Dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile | 777096-69-2

• 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: 1,5-Dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile
• CAS: 777096-69-2
• 化学式: C₁₅H₁₁F₃N₂O
• 分子量: 292.26
• InChiKey: MWWYMTINDFFJJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.25
• 重原子数：
  21.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  45.79
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,5-Dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile 在 N-溴代丁二酰亚胺(NBS) 、 silver(l) oxide 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 二氯甲烷 为溶剂， 生成 5-[(4-Cyano-phenyl)-(3-methyl-3H-imidazol-4-yl)-methoxymethyl]-1-methyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile
  参考文献：
  名称：

  Synthesis of 1H-pyridin-2-one derivatives as potent and selective farnesyltransferase inhibitors

  摘要：

  Two novel series of potent and selective FTase inhibitors have been synthesized using structure-based design. Medicinal chemistry efforts led to the discovery of compound 4e with potent cellular activity and good oral bioavailability in dog. A synthetic route toward novel heterocycles 1,5-dimethyl-6-oxo-4-aryl-1,6-dihydro-pyridine-2-carbonitrile was established. The structure of compound 5c was confirmed by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.004
• 作为产物：
  描述：

  2-氟-3-碘-5-甲基吡啶 在 四(三苯基膦)钯 、 双氧水 、 sodium acetate 、 sodium hydride 、 sodium carbonate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 溶剂黄146 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 9.0h， 生成 1,5-Dimethyl-6-oxo-4-(3-trifluoromethyl-phenyl)-1,6-dihydro-pyridine-2-carbonitrile
  参考文献：
  名称：

  Synthesis of 1H-pyridin-2-one derivatives as potent and selective farnesyltransferase inhibitors

  摘要：

  Two novel series of potent and selective FTase inhibitors have been synthesized using structure-based design. Medicinal chemistry efforts led to the discovery of compound 4e with potent cellular activity and good oral bioavailability in dog. A synthetic route toward novel heterocycles 1,5-dimethyl-6-oxo-4-aryl-1,6-dihydro-pyridine-2-carbonitrile was established. The structure of compound 5c was confirmed by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.004