3-(2,6-Bis-benzyloxy-5-isopropyl-pyrimidin-4-yloxy)-5-methyl-benzonitrile → 3-(5-Isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yloxy)-5-methyl-benzonitrile

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Reaction Steps

Compound (72) (2.89 g) in anhydrous ethanol (30 ml) was stirred with 10% palladium on carbon (300 mg) under an atmosphere of hydrogen. After 6 hr., the mixture was filtered through celite pad and the filtrate was evaporated in vacuo. The residue was purified by silica gel column chromatography (eluent, dichloromethane:methanol (95:5)) to afford 1 g of the title compound as a white solid. m.p. 272-275° C.; 1H NMR (200 MHz, DMSO-d6) δ 1.06 (6H, d, J=7.4 Hz), 2.36 (3H, s), 2.78 (1H, m), 7.33 (1H, s), 7.45 (1H, s), 7.55 (1H, s), 11.05 (1H, s), 11.34 (1H, s); m/z (EI) 285 (M+).

Provenance & Evidence