反应详情

温度

82 °C

To a mixture of 6-bromo-1,2,4-triazin-3-amine (Step 1, 1.0 g, 5.7 mmol) and [3-chloro-4-(methoxycarbonyl)phenyl]boronic acid (1.5 g, 6.8 mmol) (VMR, Cat. #100013-404) in 1,4-dioxane (22 mL) was added a solution of potassium phosphate (2.4 g, 11 mmol) in water (5.1 mL). The mixture was degassed by purging nitrogen for 10 min. To the mixture was added tetrakis(triphenylphosphine)palladium(0) (0.20 g, 0.17 mmol) and again was degassed with nitrogen. The mixture was stirred and heated at 82° C. (an oil bath) for 1 h. The mixture was cooled to r.t., diluted with water, stirred for 30 min, and a grey solid formed. The solid was isolated by filtration, rinsed several times with water, and dried in air. The solid was then triturated sequentially with hexanes, dichloromethane-hexanes (1:1), and hexanes to afford the desired product (840 mg, 55.54%). LCMS (M+H)+: m/z=264.9/267.0.

1. customThe mixture was degassed
2. customby purging nitrogen for 10 min
3. customagain was degassed with nitrogen
4. temperatureThe mixture was cooled to r.t.
5. additiondiluted with water
6. stirringstirred for 30 min
7. customa grey solid formed
8. customThe solid was isolated by filtration
9. washrinsed several times with water
10. customdried in air
11. customThe solid was then triturated sequentially with hexanes, dichloromethane-hexanes (1:1), and hexanes