M. Otmar, M. Masojídková, M. Buděšínský
Mar 19, 1998
Citations
0
Influential Citations
11
Citations
Journal
Tetrahedron
Abstract
Abstract 7-Benzyl-2,4-dimethoxy-5 H -pyrrolo[3,2- d ]pyrimidine ( 8 ) and 6-amino-7,7-dibenzyl-2,4-dimethoxy-7 H -pyrrolo[3,2- d ]pyrimidine ( 10 ) were prepared by reductive cyclization of the corresponding 6-(1-cyanoalkyl)-5-nitropyrimidines. Catalytic hydrogenation of compound 10 causes a CC bond cleavage between carbon C-7 and one of the geminal benzyl groups. It leads to the formation of 6-amino-7-benzyl-2,4-dimethoxy-5 H -pyrrolo[3,2- d ]pyrimidine ( 12 ) which was spontaneously oxidized by air to 6-amino-7-benzyl-2,4-dimethoxy-7-hydroxy-7 H -pyrrolo[3,2- d ]pyrimidine ( 13 ).