Ethyl acetate hexane → HCID 178495596, compound

Participants

Reaction Steps

(E)-Methyl 2-[2-(6-(4-nitrobenzyloxy)pyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (1.4 g) in ethanol (30 ml) in the presence of 5% Pd/C catalyst (300 mg) was treated with hydrogen at 1 atmosphere pressure. After 90 minutes, the reaction mixture was filtered and evaporated to give a yellow oil. Chromatography (eluent ethyl acetate-hexane, 95:5) afforded (E)-methyl 2-[2-(6-hydroxypyrimidin-4-yloxy)phenyl]-3-methoxypropenoate (500 mg) as a pale yellow solid; m.p. 168-170° C.; 1H NMR: δ 3.80 (3H, s), 5.65 (1H, s), 7.15 (1H, d), 7.3 (3H, m), 7.50 (1H, s), 7.95 (1H, s) ppm; IR maximum: 1680cm−1; mass spectrum m/e 302 (M+).

Provenance & Evidence