1313617-38-7Relevant academic research and scientific papers
Direct C-H arylation of purine on solid phase and its use for chemical libraries synthesis
Vankova, Barbora,Krchnak, Viktor,Soural, Miroslav,Hlavac, Jan
, p. 496 - 500 (2011)
C8-H direct arylation of purine derivatives immobilized on Wang resin is described. The purine skeleton was immobilized via C 6-regioselective substitution of 2,6-dichloropurine with polymer-supported amines. After N9-alkylation with two different alkyl iodides and C2 substitution with two selected amines, reaction conditions for C8-H arylation were developed and optimized. Various aryl bromides and aryl iodides were used for the reaction affording the target 2,6,8,9-tetrasubstituted purines in very good purity. The same reaction conditions were also applied for the synthesis of 2,6,8-trisubstituted purines, however, yields were lower. The methodology is applicable for high throughput synthesis of chemical libraries comprised of purine scaffold.
