反应详情

温度

100 °C

A mixture of 7-fluoro-1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (intermediate A-9, 168 mg, 0.55 mmol) and (rac)-N-(4-bromo-5,6,7,8-tetrahydro-isoquinolin-8-yl)-propionamide (intermediate B-1) (142 mg, 0.5 mmol) in DMF (3 mL) was purged with argon for 1 min before bis(triphenylphosphine)palladium (II)chloride (38 mg, 0.054 mmol) and 1 N aq. Na2CO3 (2.5 mL) were added. The resulting reaction mixture was purged with argon for 2 min, and heated at 100° C. for 45 min in a microwave. After cooling to room temperature, the reaction mixture was diluted with EtOAc (5 mL) before it was poured into a satd. aq. solution of NaHCO3 (10 mL). The aqueous layer was extracted with EtOAc (3×5 mL) and the combined organic layers were washed with water and brine, dried over anhy. Na2SO4, filtered and concentrated in vacuo. The residue was purified by prep-HPLC to give the title compound (120 mg, 63% yield) as a white solid. MS: 382.3 (M+H)+

1. additionwere added
2. customThe resulting reaction mixture
3. customwas purged with argon for 2 min
4. temperatureAfter cooling to room temperature
5. additionthe reaction mixture was diluted with EtOAc (5 mL) before it
6. additionwas poured into a satd
7. extractionThe aqueous layer was extracted with EtOAc (3×5 mL)
8. washthe combined organic layers were washed with water and brine
9. customdried over anhy
10. filtrationNa2SO4, filtered
11. concentrationconcentrated in vacuo
12. customThe residue was purified by prep-HPLC