反应详情

温度

90 °C

6-[1-(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-vinyl]-quinoline (Example 154, 2.5 g, 8.15 mmol) was dissolved in DME (20 mL) under argon atm. 1-Methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (2.54 g, 12.22 mmol) was added, followed by 2 M K2CO3 (11 mL) and PdCl2(PPh3)2 (172 mg). The RM was stirred at 90° C. for 3 h. It was then taken into a mixture of EtOAc and brine and extracted. Organic phase was dried on Na2SO4. After evaporation of the solvent the crude was purified by column chromatography in silica gel with the eluent EtOAc/MeOH=9:1 then 4:1. The collected fractions containing product were concentrated and recrystallized from EtOAc/pentane. After a night drying under vacuo, the title compound was obtained as a beige powder (tR 3.65 min (conditions 3), MH+=353).

1. extractionextracted
2. customOrganic phase was dried on Na2SO4
3. customAfter evaporation of the solvent the crude
4. customwas purified by column chromatography in silica gel with the eluent EtOAc/MeOH=9:1
5. additionThe collected fractions containing product
6. concentrationwere concentrated
7. customrecrystallized from EtOAc/pentane
8. customAfter a night drying under vacuo