Ammonium Chloride → HCID 67050507, compound

Participants

Reaction Steps

To a stirred solution of N-(3-but-2-enyl-5-isopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-N-(3,5-dimethyl-phenyl)-acetamide (107) (100 mg, 0.27 mmol) in methanol (3 mL), was added sodium methoxide (73 mg, 1.35 mmol). After 4 hr., the mixture was neutralized with excess NH4Cl and evaporated in vacuo. The residue was purified by silica gel column chromatography (eluent, ethyl acetate:hexane (1:2)) to afford 62 mg (70%) of a white solid. m.p. 186-187° C.; 1H-NMR (200 MHz, CDCl3) δ 1.17 (6H, d, J=6.9 Hz), 1.64-1.67 (3H, m), 2.24 (6H, s), 2.86 (1H, m), 4.25-4.30 (2H, m), 5.33 (1H, s), 5.48-5.54 (2H, m), 6.32 (2H, s), 6.60 (1H, s), 8.42 (1H, s); m/z (EI) 327 (M+).

Provenance & Evidence