methyl 3-(4-fluorophenylsulfonamido)thiophene-2-carboxylate | 574719-30-5

• 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: methyl 3-(4-fluorophenylsulfonamido)thiophene-2-carboxylate
• 英文别名: methyl 3-[(4-fluorophenyl)sulfonylamino]thiophene-2-carboxylate
• CAS: 574719-30-5
• 化学式: C₁₂H₁₀FNO₄S₂
• 分子量: 315.346
• InChiKey: XUXHTDUSPXYCAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl 3-(4-fluorophenylsulfonamido)thiophene-2-carboxylate 在 palladium diacetate 、 potassium carbonate 、 三甲基丙酮酸 、 tricyclohexylphosphine tetrafluoroborate 作用下， 以 2,4-滴二甲胺盐 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 methyl 4-(4-fluorophenyl)sulfonyl-1-(3-methoxyphenyl)-5H-thieno[3,4-c]isoquinoline-3-carboxylate
  参考文献：
  名称：

  A One-Pot Double C–H Activation Palladium Catalyzed Route to a Unique Class of Highly Functionalized Thienoisoquinolines

  摘要：

  The synthesis of a unique class of highly functionalized 3,4-thienoisoquinolines via an efficient palladium-catalyzed one-pot, regioselective double C H activation is presented. This class of biologically relevant compounds has been prepared in five steps from commercially available starting materials with overall yields ranging from 27 to 62%. A masked carboxylic acid was used to direct C H activation to the typically less reactive C4 position. Additionally, the carboxylic acid provides a synthetically useful handle for further functionalization.

  DOI：

  10.1021/ol3009655
• 作为产物：
  描述：

  3-氨基-2-噻吩甲酸甲酯 、 4-氟苯磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 3-(4-fluorophenylsulfonamido)thiophene-2-carboxylate
  参考文献：
  名称：

  [EN] THIOPHENE-2-CARBOXAMIDE DERIVATIVES AS MODULATORS OF CCR9 RECEPTOR
  [FR] MODULATEURS DE RÉCEPTEUR CCR9 ET LEURS PROCÉDÉS D'UTILISATION

  摘要：

  提供了符合Formula (I)或Formula (II)的化合物，这些化合物是CCR9受体活性调节剂，含有这些化合物的组合物以及这些化合物和组合物的使用方法。在某些实施例中，提供了用于治疗或改善与调节CCR9受体活性相关的疾病的方法。

  公开号：

  WO2009044311A1

文献信息

• [EN] THIOPHENE-2-CARBOXAMIDE DERIVATIVES AS MODULATORS OF CCR9 RECEPTOR<br/>[FR] MODULATEURS DE RÉCEPTEUR CCR9 ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ENCYSIVE PHARMACEUTICALS INC

  公开号：WO2009044311A1

  公开（公告）日：2009-04-09

  Provided are compounds of Formula (I) or of Formula (II) that are modulators of CCR9 receptor activity, compositions containing the compounds and methods of use of the compounds and compositions. In certain embodiments, provided are methods for treating or amelioratin diseases associated with modulation of CCR9 receptor activity.

  提供了符合Formula (I)或Formula (II)的化合物，这些化合物是CCR9受体活性调节剂，含有这些化合物的组合物以及这些化合物和组合物的使用方法。在某些实施例中，提供了用于治疗或改善与调节CCR9受体活性相关的疾病的方法。
• Thiphene-2-Carboxamide Derivatives As Modulators of CCR9 Receptor
  申请人：Anderson Eric C.

  公开号：US20110028469A1

  公开（公告）日：2011-02-03

  Provided are compounds of Formula (I) or of Formula (II) that are modulators of CCR9 receptor activity, compositions containing the compounds and methods of use of the compounds and compositions. In certain embodiments, provided are methods for treating or amelioratin diseases associated with modulation of CCR9 receptor activity.

  提供的是公式（I）或公式（II）的化合物，它们是CCR9受体活性调节剂，包含这些化合物的组合物以及这些化合物和组合物的使用方法。在某些实施例中，提供了用于治疗或缓解与CCR9受体活性调节相关的疾病的方法。
• THIOPHENE-2-CARBOXAMIDE DERIVATIVES AS MODULATORS OF CCR9 RECEPTOR
  申请人：ENCYSIVE PHARMACEUTICALS, INC.

  公开号：EP2207772A1

  公开（公告）日：2010-07-21
• A One-Pot Double C–H Activation Palladium Catalyzed Route to a Unique Class of Highly Functionalized Thienoisoquinolines
  作者：Nicholas W. Y. Wong、Pat Forgione

  DOI：10.1021/ol3009655

  日期：2012.6.1

  The synthesis of a unique class of highly functionalized 3,4-thienoisoquinolines via an efficient palladium-catalyzed one-pot, regioselective double C H activation is presented. This class of biologically relevant compounds has been prepared in five steps from commercially available starting materials with overall yields ranging from 27 to 62%. A masked carboxylic acid was used to direct C H activation to the typically less reactive C4 position. Additionally, the carboxylic acid provides a synthetically useful handle for further functionalization.