Synthesis of benzo[1,2-d;3,4-d’]diimidazole and 1H-pyrazolo[4,3-b]pyridine as putative A2A receptor antagonists

The synthesis and the binding affinity for the putative adenosine receptor antagonist 6- methyl- 7-[ 1,2,3] triazol- 2- yl1,6- dihydrobenzo[ 1,2- d; 3,4- d] diimidazole ( 10) and 5- oxazol-2- yl- 1H- pyrazolo[ 4,3- b] pyridin- 3- ylamine ( 16) are reported. The title compounds were prepared from commercially available 1- chloro- 2,4- dinitrobenzene ( 1) and 2- chloro- 6-methoxy- 3nitropyridine ( 11), respectively, but proved devoid of affinity for the adenosine A(1) and A(2A) receptors.