反应详情

0.19 g of dichlorobis(tricyclohexylphosphine)palladium, 0.754 g of 4-tolyl-boronic acid and 12.5 ml of a 2N sodium carbonate solution are added to a solution of 0.93 g of 2-amino-5-bromo-3-nitropyridine in 20 ml of degassed dioxane. The mixture is heated to reflux under N2 for 2.5 hours and, after cooling and addition of water, extracted three times with dichloromethane. The combined organic phases are dried over sodium sulfate and concentrated until a solid begins to precipitate. After addition of petroleum ether, the orange solid is isolated by suction, washed with petroleum ether and dried in vacuo. This gives 0.73 g of the title compound of m.p. 183–184° C. The mass spectrum shows the molecular peak MH+ at 230.1 Da.

1. temperatureThe mixture is heated
2. temperatureto reflux under N2 for 2.5 hours
3. temperatureafter cooling
4. extractionextracted three times with dichloromethane
5. dry with materialThe combined organic phases are dried over sodium sulfate
6. concentrationconcentrated until a solid
7. customto precipitate
8. additionAfter addition of petroleum ether
9. customthe orange solid is isolated by suction
10. washwashed with petroleum ether
11. customdried in vacuo