反应详情

温度

150 °C

(rac)-6-[1-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-5,7-difluoro-quinoline (Stage 182.1, 620 mg, 1.529 mmol) was dissolved in DME (5 mL) in a microwave reactor 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, 493 mg, 1.529 mmol) and a solution of 2 M Na2CO3 (2.75 mL). Then tetrakis(triphenylphosphine)-palladium (88 mg) was added and the RM was heated at 150° C. for 15 min under microwave irradiations. It was then taken up with EtOAc and washed with 10% Na2CO3 sol. and brine. The organic layer was dried over Na2SO4 and the solvent was removed. It was then dissolved in DCM (18 mL) and HCl in dioxane (4 N, 1.146 mL) was added. It was stirred at rt for 2 h. The solvent was removed and it was taken up in EtOAc/MeOH (9:1) and washed with water and brine. The organic layer was dried over Na2SO4 and the solvent was removed. The residue was triturated with Et2O and the solid was filtered off. The yellow solid obtained was the pure racemate of the title compound (tR 1.1 min (conditions 2), MH+=421)

1. washwashed with 10% Na2CO3 sol. and brine
2. dry with materialThe organic layer was dried over Na2SO4
3. customthe solvent was removed
4. dissolutionIt was then dissolved in DCM (18 mL)
5. additionHCl in dioxane (4 N, 1.146 mL) was added
6. customThe solvent was removed
7. washwashed with water and brine
8. dry with materialThe organic layer was dried over Na2SO4
9. customthe solvent was removed
10. customThe residue was triturated with Et2O
11. filtrationthe solid was filtered off
12. customThe yellow solid obtained