SYNTHESES OF 8-AMINOIMIDAZO[4',5' 5,6]PYRIDO[2,3-D]PYRIMIDINES - LINEAR TRICYCLIC ANALOGS OF ADENINE/

Authors
HARRIS PA PENDERGAST W
Citation
Pa. Harris et W. Pendergast, SYNTHESES OF 8-AMINOIMIDAZO[4',5' 5,6]PYRIDO[2,3-D]PYRIMIDINES - LINEAR TRICYCLIC ANALOGS OF ADENINE/, Journal of heterocyclic chemistry, 33(2), 1996, pp. 319-322
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of heterocyclic chemistry → ACNP
ISSN journal
0022152X
Volume
33
Issue
2
Year of publication
1996
Pages
319 - 322
Database
ISI
SICI code
0022-152X(1996)33:2<319:SO85-L>2.0.ZU;2-0
Abstract
The syntheses of 8-aminoimidazo[4',5':5,6]pyrido[2,3-d]pyrimidines (7) , stretched-out versions of the naturally occuring nucleoside base ade nine, are reported. Their preparation involves conversion of purine in to 5-aminoimidazo[4,5-b]pyrimidine-6-carbonitrile (1) by reaction with malononitrile, followed by construction of the pyrimidine ring in two steps via the ethoxymethylene derivative 3. 8-Azapurine can be conver ted to -1,2,3-triazolo[4',5':5,6]pyrido[2,3-d]pyrimidines 8 in a simil ar fashion.