反应详情

温度

135 °C

A mixture of 2-methoxy-5-bromopyrimidine (75.43 g, 0.399 mol), ethyl acrylate (47.5 ml, 0.439 mol), palladium (II) acetate (1.07 g, 0.0048 mol), tri-o-tolylphosphine (2.92 g, 0.0096 mol) and triethylamine (84 ml) were heated at 135° C. with stirring under argon for 12 h. After allowing to cool the solid mass was dissolved in water and ethyl acetate, filtered, and the aqueous phase separated and further extracted with ethyl acetate. The combined extracts were washed with saturated aqueous ammonium chloride, dried (MgSO4) and evaporated. The solid thus obtained was triturated with ether/light petrol (1:3, 350 ml), filtered, washed and dried, yield 52.41 g (63%). 1H-NMR (CDCl3) δ 1.33 (3H, t), 4.06 (3H, s), 4.28 (2H, q), 6.45 (1H, d), 7.58 (1H, d), 8.67 (2H, s); MS (APCI+) found (M+H)=209; C10H12N2O3 requires 208.

1. temperatureto cool the solid mass
2. filtrationethyl acetate, filtered
3. customthe aqueous phase separated
4. extractionfurther extracted with ethyl acetate
5. washThe combined extracts were washed with saturated aqueous ammonium chloride
6. dry with materialdried (MgSO4)
7. customevaporated
8. customThe solid thus obtained
9. customwas triturated with ether/light petrol (1:3, 350 ml)
10. filtrationfiltered
11. washwashed
12. customdried