反应详情

温度

80 °C

To a 500 ml 3-neck round-bottom flask equipped with a mechanical stirrer, a thermocontroller was charged 2-amino-4,6-dichloropyrimidine (12.57 g, 1.5 equiv), boronate compound 7 (20.00 g, 51.1 mmol), potassium carbonate (21.19 g, 3.0 equiv) and ethanol/water (200 ml, 5:1 by volume). The mixture was stirred and the catalyst bis(triphenylphosphine)palladium(II) dichloride (359 mg, 1 mol %) was added. The mixture was heated to 80° C. and stirred for 2 hours. The reaction was cooled to room temperature and diluted with water (100 ml). The mixture was then concentrated under reduced pressure to remove most of ethanol and 1 N NaOH (60 ml) was added. The mixture was extracted twice with ethyl acetate (2×200 ml) and the aqueous layer was acidified to pH˜3 using 1 N HCl. The mixture was extracted with ethyl acetate twice (200 ml and 100 ml, respectively) and the combined organic layers were concentrated and the residue was purified by column chromatography (gradient 1:20 to 1:10 methanol/dichloromethane) to afford compound 8 as a pale yellow solid (15.92 g, 79%).

1. customTo a 500 ml 3-neck round-bottom flask equipped with a mechanical stirrer
2. stirringstirred for 2 hours
3. temperatureThe reaction was cooled to room temperature
4. concentrationThe mixture was then concentrated under reduced pressure
5. customto remove most of ethanol and 1 N NaOH (60 ml)
6. additionwas added
7. extractionThe mixture was extracted twice with ethyl acetate (2×200 ml)
8. extractionThe mixture was extracted with ethyl acetate twice (200 ml and 100 ml
9. concentrationrespectively) and the combined organic layers were concentrated
10. customthe residue was purified by column chromatography (gradient 1:20 to 1:10 methanol/dichloromethane)