HCID 18925251, compound → HCID 54059613, compound

Participants

Reaction Steps

1-But-2-ynyl-6-(3,5-dimethyl-phenoxy)-5-isopropyl-1H-pyrimidine-2,4-dione (116) (50 mg, 0.15 mmol) was stirred in the presence of palladium on barium sulfate (15 mg) in methanol (5 mL) under a hydrogen atmosphere. After 15 min., the mixture was filtered through a plug of celite and the filtrate was evaporated in vacuo. The residue was purified by silica gel column chromatography (eluent, ethyl acetate:hexane (1:2)) to afford 50 mg (100%) of a white solid. m.p. 141-142° C.; 1H-NMR (200 MHz, CDCl3) δ 1.13 (6H, d, J=7.0 Hz), 1.61 (3H, dd, J=6.9 Hz, 1.4 Hz), 2.31 (6H; s), 2.79 (1H, m), 4.35 (2H, d, J=6.8 Hz), 5.38 (1H, m), 5.60 (1H, m), 6.54 (2H, s), 6.77 (1H, s); m/z (EI) 328(M+).

Provenance & Evidence