Methyl Acrylate → Ethyl 5-benzyloxy-1-(2-methoxycarbonylethyl)-2-methylthio-6-oxo-1,6-dihydro-pyrimidine-4-carboxylate

Participants

Reaction Steps

Reaction of intermediate 1, ethyl 5-benzyloxy-2-methylthio-6-oxo-1,6-dihydro-pyrimidine-4-carboxylate, (1.500 g, 4.68 mmol) with methyl acrylate (25 ml) and cesium fluoride (0.19 g) for 18 h as described for the preparation of intermediate 6 gave 1.560 g (82% yield) of the title ester as a white solid; mp 62–63° C. 1HNMR 400 MHz (CDCl3) δ (ppm): 1.31 (3H, t, J=7.1 Hz, CH3), 2.59 (3H, s, SCH3), 2.78 (2H, m, CH2), 3.72 (3H, s, OCH3), 4.34 (4H, m, OCH2 and NCH2), 5.19 (2H, s, OCH2), 7.34 (3H, m, aromatics), 7.46 (2H, m, aromatics). MS (ESI+) m/z 407 [M+H+].

Provenance & Evidence