1-isobutyl-3-methyl-6-[2-pyrrolidin-2-ylideneamino]pyrimidine-2,4(1H,3H)-dione | 790271-44-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1-isobutyl-3-methyl-6-[2-pyrrolidin-2-ylideneamino]pyrimidine-2,4(1H,3H)-dione
• 英文别名: 6-(3,4-dihydro-2H-pyrrol-5-ylamino)-3-methyl-1-(2-methylpropyl)pyrimidine-2,4-dione
• CAS: 790271-44-2
• 化学式: C₁₃H₂₀N₄O₂
• 分子量: 264.327
• InChiKey: GEYGGEPYNCEXOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-isobutyl-3-methyl-6-[2-pyrrolidin-2-ylideneamino]pyrimidine-2,4(1H,3H)-dione 在 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 sodium hydride 作用下， 以 1,4-二氧六环 、 乙腈 、 mineral oil 为溶剂， 生成 1-isobutyl-3-methyl-7,8-dihydro-1H-pyrrolo[2,1-f]purine-2,4(3H,6H)-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
• 作为产物：
  描述：

  4-methylsulfanyl-3,4-dihydro-2H-pyrrole 、 1-甲基-3-异丁基-4-氨基脲嘧啶 以 N,N-二甲基甲酰胺 为溶剂， 以39%的产率得到1-isobutyl-3-methyl-6-[2-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

文献信息

• An approach to alicyclic ring-fused xanthines
  作者：Kostiantyn Liubchak、Andrey Tolmachev、Oleksandr O. Grygorenko、Kostiantyn Nazarenko

  DOI：10.1016/j.tet.2012.08.014

  日期：2012.10

  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.