4-Methyl-5-[3-(2,2,2-trifluoro-acetylamino)-propylcarbamoyl]-1H-pyrrole-3-carboxylic acid 1,2,2-trimethyl-propyl ester | 685533-44-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-Methyl-5-[3-(2,2,2-trifluoro-acetylamino)-propylcarbamoyl]-1H-pyrrole-3-carboxylic acid 1,2,2-trimethyl-propyl ester
• CAS: 685533-44-2
• 化学式: C₁₈H₂₆F₃N₃O₄
• 分子量: 405.417
• InChiKey: QGDODWHFPWFORG-UHFFFAOYSA-N

物化性质

• 熔点：
  75-76 °C
• 沸点：
  545.3±50.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

反应信息

• 作为反应物：
  描述：

  4-Methyl-5-[3-(2,2,2-trifluoro-acetylamino)-propylcarbamoyl]-1H-pyrrole-3-carboxylic acid 1,2,2-trimethyl-propyl ester 在 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以21%的产率得到5-(3-Amino-propylcarbamoyl)-4-methyl-1H-pyrrole-3-carboxylic acid 1,2,2-trimethyl-propyl ester
  参考文献：
  名称：

  3-Methyl pyrrole-2,4-dicarboxylic acid 2-propyl ester 4-(1,2,2-trimethyl-propyl) ester: an exploration of the C-2 position. Part I

  摘要：

  Following the recent disclosure of 3-methyl pyrrole-2,4-dicarboxylic acid 2-propyl ester 4-(1,2,2-trimethyl-propyl) ester, a potent and selective mGluR1 non-competitive antagonist, we report here a detailed exploration of the C-2 position of this scaffold with the preparation of differently substituted amides. Great improvement of the pharmacokinetic properties has been achieved through this exercise.

  DOI：

  10.1016/j.farmac.2003.12.005
• 作为产物：
  描述：

  N-(3-aminopropyl)-2,2,2-trifluoroacetamide 、 3-Methyl-1H-pyrrole-2,4-dicarboxylic acid 2-pentafluorophenyl ester 4-(1,2,2-trimethyl-propyl) ester 在 TEA 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以78%的产率得到4-Methyl-5-[3-(2,2,2-trifluoro-acetylamino)-propylcarbamoyl]-1H-pyrrole-3-carboxylic acid 1,2,2-trimethyl-propyl ester
  参考文献：
  名称：

  3-Methyl pyrrole-2,4-dicarboxylic acid 2-propyl ester 4-(1,2,2-trimethyl-propyl) ester: an exploration of the C-2 position. Part I

  摘要：

  Following the recent disclosure of 3-methyl pyrrole-2,4-dicarboxylic acid 2-propyl ester 4-(1,2,2-trimethyl-propyl) ester, a potent and selective mGluR1 non-competitive antagonist, we report here a detailed exploration of the C-2 position of this scaffold with the preparation of differently substituted amides. Great improvement of the pharmacokinetic properties has been achieved through this exercise.

  DOI：

  10.1016/j.farmac.2003.12.005