Alkoxy-5-nitrosopyrimidines: Useful Building Block for the Generation of Biologically Active Compounds

被引:22
作者
Marchal, Antonio [1 ]
Nogueras, Manuel [1 ]
Sanchez, Adolfo [1 ]
Low, John N. [2 ]
Naesens, Lieve [3 ]
De Clercq, Erik [3 ]
Melguizo, Manuel [1 ]
机构
[1] Univ Jaen, Inorgan & Organ Chem Dept, Jaen 23071, Spain
[2] Univ Aberdeen, Dept Chem, Aberdeen AB24 3UE, Scotland
[3] Katholieke Univ Leuven, Rega Inst Med Res, B-3000 Louvain, Belgium
关键词
Nitrogen heterocycles; Nitrosation; Amination; Nucleophilic substitution; Antiviral agents; SOLID-PHASE SYNTHESIS; CYCLIN-DEPENDENT KINASE-1; PART; REGIOSELECTIVE; 4-AMINO-DE-CHLORINATION; DERIVATIVES; PYRIMIDINES; 2,4,6-TRICHLOROPYRIMIDINE; INHIBITORS; INTERPLAY; NMR;
D O I
10.1002/ejoc.201000195
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Several alkoxy-5-nitrosopyrimidines were synthesised and high regioselective and sequential nucleophilic aromatic substitution of methoxy groups in 2-amino-4,6-dimethoxy-5-nitrosopyrimidine was observed. The approach was applied to the synthesis of valuable polyfunctionalised aminopyrimidines capable of mimicking fused heterobicyclic derivatives of biological interest. In addition, new compounds were evaluated as antivirals and their usefulness as synthetic intermediates was demonstrated.
引用
收藏
页码:3823 / 3830
页数:8
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