1h-Indazole-1-carboxylic acid,5-methoxy-3-(3-methoxy-3-oxo-1-propen-1-yl)-,1,1-dimethylethyl ester | 290368-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 1h-Indazole-1-carboxylic acid,5-methoxy-3-(3-methoxy-3-oxo-1-propen-1-yl)-,1,1-dimethylethyl ester
• 英文别名: tert-butyl 5-methoxy-3-[(E)-3-methoxy-3-oxoprop-1-enyl]indazole-1-carboxylate
• CAS: 290368-08-0
• 化学式: C₁₇H₂₀N₂O₅
• 分子量: 332.356
• InChiKey: OBTBTJUXEGZRFY-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  79.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1h-Indazole-1-carboxylic acid,5-methoxy-3-(3-methoxy-3-oxo-1-propen-1-yl)-,1,1-dimethylethyl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以100%的产率得到(E)-3-(5-Methoxy-1H-indazol-3-yl)-acrylic acid methyl ester
  参考文献：
  名称：

  Heck cross-coupling reaction of 3-iodoindazoles with methyl acrylate: a mild and flexible strategy to design 2-aza tryptamines

  摘要：

  In order to design 2-azabioisosteres of tryptamine, serotonin or melatonin, the conditions of the Heck coupling reaction of 3-iodoindazoles with methyl acrylate are studied. This reaction authorizes the synthesis of 3-indazolylpropenoates as key intermediates to prepare 3-indazolylpropionic acids and 3-indazolylethyl-amines. The flexible synthetic strategy allows molecular diversity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00624-9
• 作为产物：
  描述：

  3-碘-5-甲氧基(1h)吲唑 在 4-二甲氨基吡啶 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride TEA 、 四丁基碘化铵 、 三乙胺 作用下， 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 5.0h， 生成 1h-Indazole-1-carboxylic acid,5-methoxy-3-(3-methoxy-3-oxo-1-propen-1-yl)-,1,1-dimethylethyl ester
  参考文献：
  名称：

  Heck cross-coupling reaction of 3-iodoindazoles with methyl acrylate: a mild and flexible strategy to design 2-aza tryptamines

  摘要：

  In order to design 2-azabioisosteres of tryptamine, serotonin or melatonin, the conditions of the Heck coupling reaction of 3-iodoindazoles with methyl acrylate are studied. This reaction authorizes the synthesis of 3-indazolylpropenoates as key intermediates to prepare 3-indazolylpropionic acids and 3-indazolylethyl-amines. The flexible synthetic strategy allows molecular diversity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00624-9

文献信息

• Benzimidazoles
  申请人：Edwards L. Michael

  公开号：US20060014756A1

  公开（公告）日：2006-01-19

  The invention is directed to physiologically active compounds of the general formula (Ix) and compositions containing such compounds, and their prodrugs, and pharmaceutically acceptable salts and solvates of such compounds and their prodrugs, as well as to novel compounds within the scope of formula (Ix), and to processes for their preparation. Such compounds and compositions have valuable pharmaceutical properties, in particular the ability to inhibit kinases.

  本发明涉及一般式（Ix）的生理活性化合物及含有这种化合物的组合物，以及它们的前药、药学上可接受的盐和溶剂化物，还涉及在式（Ix）范围内的新化合物和它们的制备方法。这种化合物和组合物具有有价值的药物性质，特别是抑制激酶的能力。
• BENZIMIDAZOLES AND ANALOGUES AND THEIR USE AS PROTEIN KINASES INHIBITORS
  申请人：Aventis Pharmaceuticals Inc.

  公开号：EP1441725A1

  公开（公告）日：2004-08-04
• US6897208B2
  申请人：——

  公开号：US6897208B2

  公开（公告）日：2005-05-24
• US8288425B2
  申请人：——

  公开号：US8288425B2

  公开（公告）日：2012-10-16
• [EN] BENZIMIDAZOLES AND ANALOGUES AND THEIR USE AS PROTEIN KINASES INHIBITORS<br/>[FR] BENZIMIDAZOLES ET ANALOGUES ET LEUR UTILISATION COMME INHIBITEURS DE PROTEINES KINASES
  申请人：AVENTIS PHARMA INC

  公开号：WO2003035065A1

  公开（公告）日：2003-05-01

  The invention is directed to physiologically active compounds of the general formula (Ix) and compositions containing such compounds, and their prodrugs, and pharmaceutically acceptable salts and solvates of such compounds and their prodrugs, as well as to novel compounds within the scope of formula (Ix), and to processes for their preparation. Such compounds and compositions have valuable pharmaceutical properties, in particular the ability to inhibit kinases.