Phenylhydrazine → Methyl 6-[3,5-dimethyl-1-phenyl-1H-pyrazol-4-ylmethyl]-1-isobutyl-3-methyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidine-5-carboxylate

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Prepared from methyl 6-(bromomethyl)-1-isobutyl-3-methyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidine-5-carboxylate (500 mg), zinc acetylacetonate hydrate and phenyl hydrazine following the procedure of example 26, part a). Crude product was purified by column chromatography over silica, eluting with ethyl acetate/iso-hexane (2:3) to give the sub-title compound (555 mg) as a solid. MS(ESI) 481 [M+H]+. δ 1HDMSO 0.95 (6H, d), 2.24 (3H, s), 2.27 (3H, s), 2.20-2.30 (1H, m), 3.39 (3H, s), 3.71 (2H, d), 3.95 (3H, s), 3.96 (2H, s), 7.36-7.50 (5H, m).

Provenance & Evidence