反应详情

温度

150 °C

6-(6-Chloro-imidazo[1,2-b]pyridazin-3-ylmethyl)-5,7-difluoro-quinoline (Stage 171.2, 90 mg, 0.272 mmol) was introduced in a microwave reactor together with 1-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (Stage 171.4, 88 mg, 0.272 mmol), tetrakis-(triphenylphosphine)-palladium (15.72 mg), 2 M Na2CO3 (0.490 mL) and DME (0.9 mL). The mixture was heated at 150° C. under microwave irradiation for 30 min. The RM was taken up with EtOAc and washed with 10% Na2CO3 and brine. The organic layer was dried over Na2SO4, filtered and concentrated in vacuo. The residue was dissolved in MeOH and filtered through a cartridge of PL-Thiol to remove the palladium. The filtrate was then purified by preparative HPLC with acetonitrile and water (+0.1% TFA) to afford the title compound (tR 1.1 min (conditions 2), MH+=491).

1. washwashed with 10% Na2CO3 and brine
2. dry with materialThe organic layer was dried over Na2SO4
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. dissolutionThe residue was dissolved in MeOH
6. filtrationfiltered through a cartridge of PL-Thiol
7. customto remove the palladium
8. customThe filtrate was then purified by preparative HPLC with acetonitrile and water (+0.1% TFA)