(S)-3-bromo-7,8,9,9a-tetrahydro-5H-pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10(11H)-dione | 1413937-99-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶二氮卓类
• 英文名称: (S)-3-bromo-7,8,9,9a-tetrahydro-5H-pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10(11H)-dione
• 英文别名: (7S)-13-bromo-3,9,11-triazatricyclo[8.4.0.03,7]tetradeca-1(10),11,13-triene-2,8-dione
• CAS: 1413937-99-1
• 化学式: C₁₁H₁₀BrN₃O₂
• 分子量: 296.123
• InChiKey: WJFDRARICHJKCC-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  62.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-bromo-7,8,9,9a-tetrahydro-5H-pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10(11H)-dione 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.67h， 生成 (7S)-13-(2-quinolin-3-ylethynyl)-3,9,11-triazatricyclo[8.4.0.03,7]tetradeca-1(10),11,13-triene-2,8-dione
  参考文献：
  名称：

  An efficient and convenient method for synthesizing new derivatives of pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10-dione via Sonogashira, Suzuki–Miyaura, and Stille cross-coupling reactions

  摘要：

  An efficient method for synthesizing new pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10-dione derivatives starting from L-proline methyl ester and 2-aminonicotinic acid is presented. This method employs Pd-catalyzed cross-coupling reaction on the corresponding brominated compound 4 (key intermediate). Sonogashira, Stille, and Suzuki-Miyaura cross-coupling reactions are used to generate products 5a-g, 6, 7a-c, and 8a-e, in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.041
• 作为产物：
  描述：

  2-氨基烟酸 在 N-溴代丁二酰亚胺(NBS) 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.5h， 生成 (S)-3-bromo-7,8,9,9a-tetrahydro-5H-pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10(11H)-dione
  参考文献：
  名称：

  An efficient and convenient method for synthesizing new derivatives of pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10-dione via Sonogashira, Suzuki–Miyaura, and Stille cross-coupling reactions

  摘要：

  An efficient method for synthesizing new pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10-dione derivatives starting from L-proline methyl ester and 2-aminonicotinic acid is presented. This method employs Pd-catalyzed cross-coupling reaction on the corresponding brominated compound 4 (key intermediate). Sonogashira, Stille, and Suzuki-Miyaura cross-coupling reactions are used to generate products 5a-g, 6, 7a-c, and 8a-e, in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.09.041

文献信息

• An efficient and convenient method for synthesizing new derivatives of pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10-dione via Sonogashira, Suzuki–Miyaura, and Stille cross-coupling reactions
  作者：Abderrahman El Bouakher、Gildas Prié、Mina Aadil、Said Lazar、Ahmed El Hakmaoui、Mohamed Akssira、Marie-Claude Viaud-Massuard

  DOI：10.1016/j.tetlet.2012.09.041

  日期：2012.11

  An efficient method for synthesizing new pyrido[2,3-e]pyrrolo[1,2-a][1,4]diazepine-5,10-dione derivatives starting from L-proline methyl ester and 2-aminonicotinic acid is presented. This method employs Pd-catalyzed cross-coupling reaction on the corresponding brominated compound 4 (key intermediate). Sonogashira, Stille, and Suzuki-Miyaura cross-coupling reactions are used to generate products 5a-g, 6, 7a-c, and 8a-e, in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.