Reacción #826
ord-49d889221a9546a98e62a35726966f57
Ecuación de reacción
Reactantes
Disolventes
Condiciones de reacción
Procedimiento
To a microwave vial was added a mixture of 5-bromo-4-methoxypyrimidin-2-amine (0.570 g, 2.79 mmol), diacetoxypalladium (0.059 g, 0.26 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (152.9 mg, 0.26 mmol), 1-fluoro-2-iodo-4-(trifluoromethyl)benzene (0.99 g, 3.41 mmol) and toluene (17 mL) under inert atmosphare. The reaction mixture was sealed and heated at 100 °C under 16h. The LCMS indicated a complete conversion of the SM. The reaction mixture was partitioned between ethyl acetate and aqueous NH4Cl- solution. The organic layer was washed with NH4Cl-solution, brine dried over sodium sulphate, filtered and concentrated in vacuum to give a yellow gum. The oil dissolved in dichloromethane charged on silica 100g and purified by flash chromatography eluting with Ethyl acetate (0-80)% in heptane giving the product 5-bromo-N-(2-fluoro-5-(trifluoromethyl)phenyl)-4-methoxypyrimidin-2-amine (827 mg, 81 %) as a white solid. Collected at 260 nm 1H NMR (500 MHz, DMSO) d 3.94 (d, 3H), 7.45 - 7.53 (m, 2H), 8.33 (t, 1H), 8.40 (d, 1H), 9.60 (s, 1H). Expected Number of Hs: 8 Assigned Hs: 8.