1-(2-Fluoro-benzyl)-7-(4-isobutyrylamino-phenyl)-4-oxo-1,4-dihydro-pyrrolo[1,2-a]pyrimidine-3-carboxylic acid ethyl ester | 474410-79-2

• 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-(2-Fluoro-benzyl)-7-(4-isobutyrylamino-phenyl)-4-oxo-1,4-dihydro-pyrrolo[1,2-a]pyrimidine-3-carboxylic acid ethyl ester
• CAS: 474410-79-2
• 化学式: C₂₇H₂₆FN₃O₄
• 分子量: 475.52
• InChiKey: VOJDWBSUXNWMKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  81.81
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 N-甲基苄胺 、 1-(2-Fluoro-benzyl)-7-(4-isobutyrylamino-phenyl)-4-oxo-1,4-dihydro-pyrrolo[1,2-a]pyrimidine-3-carboxylic acid ethyl ester 以 乙醇 、 水 为溶剂， 生成 6-[(Benzyl-methyl-amino)-methyl]-1-(2-fluoro-benzyl)-7-(4-isobutyrylamino-phenyl)-4-oxo-1,4-dihydro-pyrrolo[1,2-a]pyrimidine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  A Novel Synthesis of 2-Arylpyrrolo[1,2-a]pyrimid-7-ones and Their Structure–Activity Relationships as Potent GnRH Receptor Antagonists

  摘要：

  In the process of developing GnRH receptor antagonists, a novel base-catalyzed cyclization of compounds 5a-b was discovered, which led to the formation of the 2-aryl pyrrolo[1,2-a]pyrimid-7-one core stuctures 6a-b. These intermediates were further modified at positions 1, 2, 4 and 6 to afford a series of potent GnRH antagonists with low nanomolar K-i values. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00780-6
• 作为产物：
  描述：

  在 palladium on activated charcoal 四丁基氟化铵 、 氢气 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 生成 1-(2-Fluoro-benzyl)-7-(4-isobutyrylamino-phenyl)-4-oxo-1,4-dihydro-pyrrolo[1,2-a]pyrimidine-3-carboxylic acid ethyl ester
  参考文献：
  名称：

  A Novel Synthesis of 2-Arylpyrrolo[1,2-a]pyrimid-7-ones and Their Structure–Activity Relationships as Potent GnRH Receptor Antagonists

  摘要：

  In the process of developing GnRH receptor antagonists, a novel base-catalyzed cyclization of compounds 5a-b was discovered, which led to the formation of the 2-aryl pyrrolo[1,2-a]pyrimid-7-one core stuctures 6a-b. These intermediates were further modified at positions 1, 2, 4 and 6 to afford a series of potent GnRH antagonists with low nanomolar K-i values. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00780-6