A novel synthesis of guanine PDE inhibitors via tricyclic imidazopyrimidines was written by Gala, Dinesh;DiBenedetto, Donald J.;Kugelman, Max;Mitchell, Michael B.. And the article was included in Tetrahedron Letters in 2003.HPLC of Formula: 54030-56-7 This article mentions the following:
A new method for the preparation of developmental tetracyclic guanine PDE inhibitors via a common tricyclic pyrimidine intermediate is described. Nitration of 6-amino-3-methyl-2-(methylthio)-4(3H)-Pyrimidinone gave 6-amino-3-methyl-2-(methylthio)-5-nitro-4(3H)-Pyrimidinone in 80% yield. Reaction of the latter with (1R,2R)-2-aminocyclopentanol gave rel-6-amino-2-[[(1R,2R)-2-hydroxycyclopentyl]amino]-3-methyl-5-nitro-4(3H)-pyrimidinone. Cyclization of the latter gave (5aR,8aS)-rel-4-amino-1,5a,6,7,8,8a-hexahydro-1-methyl-3-nitro-2H-cyclopent[4,5]imidazo[1,2-a]pyrimidin-2-one (I) as the key intermediate for rel-N-[(5aR,8aS)-4-amino-1,5a,6,7,8,8a-hexahydro-1-methyl-2-oxo-2H-cyclopent[4,5]imidazo[1,2-a]pyrimidin-3-yl]-4-(trifluoromethyl)benzamide (65% yield from I) and rel-N-[(5aR,8aS)-4-amino-1,5a,6,7,8,8a-hexahydro-1-methyl-2-oxo-2H-cyclopent[4,5]imidazo[1,2-a]pyrimidin-3-yl]heptanamide (81% yield from I). These compounds are intermediates for guanine PDE inhibitors (6aR,9aS)-rel-5,6a,7,8,9,9a-hexahydro-5-methyl-2-[[4-(trifluoromethyl)phenyl]methyl]cyclopent[4,5]imidazo[2,1-b]purin-4(1H)-one (Sch 51866) and (6aR,9aS)-rel-2-hexyl-5,6a,7,8,9,9a-hexahydro-5-methylcyclopent[4,5]imidazo[2,1-b]purin-4(1H)-one (Sch 59498). In the experiment, the researchers used many compounds, for example, 6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7HPLC of Formula: 54030-56-7).
6-Amino-3-methyl-2-(methylthio)pyrimidin-4(3H)-one (cas: 54030-56-7) belongs to pyrimidine derivatives. Heterocyclic compounds bearing the pyrimidine core are of tremendous interest as they constitute an important class of natural and synthetic compounds exhibiting diverse useful biological activities that hold attractive potential for clinical translation as therapeutic agents in alleviation of a myriad of diseases. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.HPLC of Formula: 54030-56-7
Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia