1-(6-methyl-3-pyridinyl)-3-(4-methanesulfonylphenyl)furan

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(6-methyl-3-pyridinyl)-3-(4-methanesulfonylphenyl)furan
• 英文别名: 2-Methyl-5-(3-(4-(methylsulfonyl)phenyl)furan-2-yl)pyridine；2-methyl-5-[3-(4-methylsulfonylphenyl)furan-2-yl]pyridine
• 化学式: C₁₇H₁₅NO₃S
• 分子量: 313.377
• InChiKey: IRFDOQQTRIBLDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  68.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-(4-甲磺酰基苯基)-1-(6-甲基吡啶-3-基)-乙酮 、 chloromalonaldehyde 在 ammonium acetate 作用下， 以 丙酸 为溶剂， 以62%的产率得到依托考昔
  参考文献：
  名称：

  A Practical Synthesis of a COX-2-Specific Inhibitor

  摘要：

  A number of synthetic strategies to the Cox-2 specific inhibitor 1 have been described. These studies have led to the identification of a novel pyridine construction using annulation of ketone 2 using a vinamidinium species 29 and ammonia in 97% assay yield. Three approaches to the synthesis of ketone 2 are described that allow for its preparation in large quantities in >65% overall yield from methyl 6-methylnicotinate.

  DOI：

  10.1021/jo000870z

文献信息

• [EN] PROCESS FOR MAKING ETORICOXIB<br/>[FR] PROCÉDÉ DE PRÉPARATION D'ÉTORICOXIB
  申请人：SYNTHON BV

  公开号：WO2014114352A1

  公开（公告）日：2014-07-31

  The invention deals with a novel process, and intermediates for making the pharmaceutically useful product etoricoxib of formula (1), said process inter alia being based on using the compound of formula (4), as reagent and compound (5) as intermediate.

  本发明涉及一种新的工艺和中间体，用于制备具有药用价值的化合物etoricoxib，该化合物的化学式为（1），该工艺基于使用化合物（4）作为试剂和化合物（5）作为中间体。
• [EN] PROCESS FOR MAKING ETORICOXIB<br/>[FR] PROCÉDÉ POUR LA PRÉPARATION D'ÉTORICOXIB
  申请人：SYNTHON BV

  公开号：WO2015036550A1

  公开（公告）日：2015-03-19

  The invention relates to an improved process and novel intermediates (4) and (6) for the preparation of pharmaceutically active compound etoricoxib of formula (1).

  本发明涉及一种改进的方法和新型中间体(4)和(6)，用于制备具有下式(1)的药物活性化合物 etoricoxib。
• PROCESS FOR PREPARATION OF 2, 3-DIARYL-5-SUBSTITUTED PYRIDINES AND THEIR INTERMEDIATES
  申请人：Glenmark Generics Limited

  公开号：EP2582690B1

  公开（公告）日：2018-07-25
• A Practical Synthesis of a COX-2-Specific Inhibitor
  作者：Ian W. Davies、Jean-Francois Marcoux、Edward G. Corley、Michel Journet、Dong-Wei Cai、Michael Palucki、Jimmy Wu、Robert D. Larsen、Kai Rossen、Philip J. Pye、Lisa DiMichele、Peter Dormer、Paul J. Reider

  DOI：10.1021/jo000870z

  日期：2000.12.1

  A number of synthetic strategies to the Cox-2 specific inhibitor 1 have been described. These studies have led to the identification of a novel pyridine construction using annulation of ketone 2 using a vinamidinium species 29 and ammonia in 97% assay yield. Three approaches to the synthesis of ketone 2 are described that allow for its preparation in large quantities in >65% overall yield from methyl 6-methylnicotinate.