反应详情

温度

110 °C

Under argon protection, bis(triphenylphosphine)palladium(II)chloride (4 mg, 0.05 mmol) followed by 1 N aqueous Na2CO3 solution (1 mL), was added to a solution of 8-chloro-1-methyl-6-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)-3,4-dihydro-1H-quinolin-2-one (160 mg, 0.5 mmol) and ethanesulfonic acid (5-bromo-pyridin-3-ylmethyl)-amide (intermediate A-11, 158 mg, 0.6 mmol) in DMF (3 mL). The resulting reaction mixture was then heated in a microwave at 110° C. for 45 min. After cooling to room temperature, the reaction mixture was diluted with EtOAc (5 mL) and poured into a satd. aq. solution of NaHCO3 (10 mL). The aqueous layer was extracted with EtOAc (3×5 mL). Combined organics were washed with water and brine (20 mL), dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give a crude product which was then purified by prep-HPLC to give title compound (65 mg, 45%) as a white solid. MS: 394.1 (M+H+)+.

1. customThe resulting reaction mixture
2. temperatureAfter cooling to room temperature
3. additionpoured into a satd
4. extractionThe aqueous layer was extracted with EtOAc (3×5 mL)
5. washCombined organics were washed with water and brine (20 mL)
6. dry with materialdried over anhydrous Na2SO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customto give a crude product which
10. customwas then purified by prep-HPLC