反应详情

温度

80 °C

To a suspension of 3-bromopyridine-2,6-diamine (0.376 g, 2.00 mmol) in 1,4-dioxane (12 ml) and water (6 ml) was added 2,3-dichlorophenyl boronic acid (0.573 g, 3.00 mmol), potassium carbonate (0.552 g, 4.00 mmol) and palladium tetrakis(triphenylphosphine) (0.115 g, 0.01 mmol). The reaction was purged with nitrogen and heated at 80° C. for 18 hours. Further palladium tetrakis(triphenylphosphine) (0.115 g, 0.01 mmol) and 2,3-dichlorophenyl boronic acid (0.573 g, 3.00 mmol) were added and the reaction heated at 80° C. for a further 18 hours before concentrating in vacuo. The residue was taken up in ethyl acetate (20 ml) and washed with a saturated aqueous solution of K2CO3 before drying over MgSO4 and concentrating in vacuo. The residue was purified by silica gel column chromatography, eluting with 99:1 dichloromethane:methanol, then recrystallised from toluene to afford the title compound (0.180 g, 35% yield).

1. customThe reaction was purged with nitrogen
2. temperaturethe reaction heated at 80° C. for a further 18 hours
3. concentrationbefore concentrating in vacuo
4. washwashed with a saturated aqueous solution of K2CO3
5. dry with materialbefore drying over MgSO4
6. concentrationconcentrating in vacuo
7. customThe residue was purified by silica gel column chromatography
8. washeluting with 99:1 dichloromethane
9. custommethanol, then recrystallised from toluene