反应详情

温度

100 °C

A 100-mL round-bottomed flask equipped with a reflux condenser was charged with imidazo[1,2-a]pyridin-7-amine (665 mg, 5.0 mmol), Cs2CO3 (3.26 g, 10 mmol), 3,5-dibromo-1-methylpyrazin-2(1H)-one (1.86 g, 7.0 mmol), Xantphos (289 mg, 0.50 mmol), Pd2(dba)3 (458 mg, 0.50 mmol), and 1,4-dioxane (30 mL). After bubbling nitrogen through the mixture for 30 minutes, it was heated at 100° C. under nitrogen atmosphere for 16 h. Analysis of the reaction mixture by LCMS showed little starting material remained. The reaction mixture was cooled to room temperature and filtered. The filtrate was diluted with dichloromethane (60 mL) and water (50 mL). The aqueous layer was separated and extracted with dichloromethane (3×20 mL). The combined organic layers was dried over Na2SO4, filtered, and concentrated under reduced pressure. The dark residue was purified by silica-gel column chromatography eluting with dichloromethane/methanol (60/1 to 30/1) to afford 201a (700 mg, 44%) as light yellow solid. MS-ESI: [M+H]+ 320

1. customA 100-mL round-bottomed flask equipped with a reflux condenser
2. customAfter bubbling nitrogen through the mixture for 30 minutes
3. temperatureThe reaction mixture was cooled to room temperature
4. filtrationfiltered
5. additionThe filtrate was diluted with dichloromethane (60 mL) and water (50 mL)
6. customThe aqueous layer was separated
7. extractionextracted with dichloromethane (3×20 mL)
8. dry with materialThe combined organic layers was dried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated under reduced pressure
11. customThe dark residue was purified by silica-gel column chromatography
12. washeluting with dichloromethane/methanol (60/1 to 30/1)