反应详情

温度

100 °C

A microwave vial was charged with (S)-7-bromo-3-methoxy-2′,6′-dihydrospiro[chromeno[2,3-c]pyridine-5,3′-[1,4]oxazin]-5′-amine (0.065 g, 0.173 mmol), 2-fluoropyridin-3-ylboronic acid (0.049 g, 0.346 mmol), potassium phosphate (0.110 g, 0.518 mmol), and bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) (6.12 mg, 8.64 μmol). The vial was flushed with Ar (g), dioxane (0.648 mL) and water (0.216 mL) were added in sequence. The vial was sealed and heated in a Biotage Initiator microwave reactor for 30 min at 100° C. The reaction was diluted with ethyl acetate and washed with water. The aqueous layer was extracted with EtOAc, and the combined organic layers were washed with brine, dried with sodium sulfate, filtered, and concentrated. The material was purified via column chromatography (0-10% MeOH/EtOAc) to afford 65 mg of (S)-7-(2-fluoropyridin-3-yl)-3-methoxy-2′,6′-dihydrospiro[chromeno[2,3-c]pyridine-5,3′-[1,4]oxazin]-5′-amine as a light yellow solid.

1. customThe vial was flushed with Ar (g), dioxane (0.648 mL) and water (0.216 mL)
2. additionwere added in sequence
3. customThe vial was sealed
4. additionThe reaction was diluted with ethyl acetate
5. washwashed with water
6. extractionThe aqueous layer was extracted with EtOAc
7. washthe combined organic layers were washed with brine
8. dry with materialdried with sodium sulfate
9. filtrationfiltered
10. concentrationconcentrated
11. customThe material was purified via column chromatography (0-10% MeOH/EtOAc)