5-bromo-1,3-dimethyl-6-[pyrrolidin-2-ylideneamino]pyrimidine-2,4(1H,3H)-dione | 1399854-28-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 5-bromo-1,3-dimethyl-6-[pyrrolidin-2-ylideneamino]pyrimidine-2,4(1H,3H)-dione
• CAS: 1399854-28-4
• 化学式: C₁₀H₁₃BrN₄O₂
• 分子量: 301.143
• InChiKey: NHBWXISFKRRLBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.26
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  68.39
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-bromo-1,3-dimethyl-6-[pyrrolidin-2-ylideneamino]pyrimidine-2,4(1H,3H)-dione 在 copper(l) iodide 、 potassium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以92%的产率得到1H,3H,6H dimethyl-1,3 dioxo-2,4 dihydro-7,8 pyrrolo<2,1-f>purine
  参考文献：
  名称：

  An approach to alicyclic ring-fused xanthines

  摘要：

  A convenient three-step approach to the synthesis of five to eight-membered alicyclic ring-fused xanthines was developed. The method included reaction of lactim or thiolactim ethers with 6-aminouracils, followed by bromination and copper-catalyzed arylation. The procedure allowed preparation of the title compounds in 21-36% overall yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.08.014
• 作为产物：
  描述：

  1,3-dimethyl-6-[2-pyrrolidin-2-ylideneamino]pyrimidine-2,4(1H,3H)-dione 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 乙腈 为溶剂， 以64%的产率得到5-bromo-1,3-dimethyl-6-[pyrrolidin-2-ylideneamino]pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  An approach to alicyclic ring-fused xanthines

  摘要：

  A convenient three-step approach to the synthesis of five to eight-membered alicyclic ring-fused xanthines was developed. The method included reaction of lactim or thiolactim ethers with 6-aminouracils, followed by bromination and copper-catalyzed arylation. The procedure allowed preparation of the title compounds in 21-36% overall yields. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.08.014