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2005
Fused pyrimidine derivatives
R 0515
Synthesis of Classical and Nonclassical 2-Amino-4-oxo-6-benzylthieno[2,3-d]pyrias Potential Thymidylate Synthase Inhibitors. — A series of 7 nonclassi22- 161 midines
cal thienopyrimidines (VII) and one classical thienopyrimidine (VIII) is prepared. Heck
coupling of the appropriately substituted iodobenzenes and allyl alcohol is followed by
cyclization using cyanoacetate and sulfur powder to afford substituted thiophenes. The
resulting (V) are cyclocondensed with chloroformamide hydrochloride to give thienopyrimidines (VII). None of the target compounds inhibit human recombinant thymidylate synthase at 23 µM except (VIII) for which the IC 50value is 100 µM. —
(GANGJEE*, A.; QIU, Y.; KISLIUK, R. L.; J. Heterocycl. Chem. 41 (2004) 6,
941-946; Div. Med. Chem., Grad. Sch. Pharm. Sci., Duquesne Univ., Pittsburgh,
PA 15282, USA; Eng.) — Bartels
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