Sodium Methoxide → HCID 67050542, compound

Participants

Reaction Steps

To a stirred solution of N-(3-but-2-enyl-5-ethyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidin-4-yl)-N-(3,5-dimethyl-phenyl)-acetamide (110) (90 mg, 0.25 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 (1:1)) to afford 57 mg (72%) of a white solid. m.p. 190-192° C.; 1H-NMR (200 MHz, CDCl3) δ 1.00 (3H, t, J=7.5 Hz), 1.68-1.70 (3H, m), 2.28-2.37 (8H, m), 4.31-4.33 (2H, m), 5.44 (1H, s), 5.51-5.58 (2H, m), 6.39 (2H, s), 6.66 (1H, s), 8.72 (1H, s); m/z (EI) 313 (M+).

Provenance & Evidence