反应详情

温度

120 °C

A microwave vial was charged with 5-bromo-1,2,3,4-tetrahydro-1,7-naphthyridine hydrochloride (0.1 g, 0.401 mmol), 1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (intermediate A-1, 0.127 g, 0.441 mmol) and DMF (2.5 mL). The reaction mixture was purged with Argon. Then, bis(triphenylphosphine)palladium(II)chloride (0.028 g, 0.040 mmol), followed by a 1N aqueous Na2CO3 solution (1.6 mL, 1.6 mmol) were added and the reaction mixture was heated in the microwave at 120° C. for 30 min. The reaction mixture was diluted with EtOAc, filtered through Dicalite and washed with EtOAc (2×20 mL). The resulting filtrate was washed with brine, dried over Na2SO4, filtered and evaporated to dryness. The residue was purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give the title compound (0.085 g, 72%) as a white solid. MS: 294.2 (M+H+).

1. customThe reaction mixture was purged with Argon
2. additionwere added
3. filtrationfiltered through Dicalite
4. washwashed with EtOAc (2×20 mL)
5. washThe resulting filtrate was washed with brine
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. customevaporated to dryness
9. customThe residue was purified by silica gel flash chromatography
10. washeluting with a 0 to 5% MeOH-DCM gradient