反应详情

温度

100 °C

3-(2,2-Dimethyl-1,1-dioxidotetrahydro-2H-thiopyran-4-yl)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-7-carboxamide (75 mg, 0.17 mmol), 1-[(5-bromo-2-thienyl)methyl]pyrrolidine (50 mg, 0.17 mmol), PdCl2(dppf)-CH2Cl2 adduct (20 mg, 0.024 mmol), and potassium carbonate (100 mg, 0.72 mmol) were diluted in a mixture of 1,4-dioxane (3 mL) and water (1.5 mL) in a 2-5 mL microwave tube. The mixture was degassed by bubbling argon through for 5 minutes, then heated in a biotage microwave at 100° C. for 5 minutes. The crude reaction mixture was filtered through a thiol SPE cartridge (polymer labs) to remove palladium, and concentrated. The residue was dissolved in ˜3 mL of dmso, and filtered through a syringe filter. The crude product was purified by ammonium hydroxide Gilson HPLC, and the desired fractions were concentrated. The product was further purified by trituration from diethyl ether to afford 18.6 mg of the title compound.

1. customThe mixture was degassed
2. customby bubbling argon through for 5 minutes
3. customThe crude reaction mixture
4. filtrationwas filtered through a thiol SPE cartridge (polymer labs)
5. customto remove palladium
6. concentrationconcentrated
7. dissolutionThe residue was dissolved in ˜3 mL of dmso
8. filtrationfiltered through a syringe
9. filtrationfilter
10. customThe crude product was purified by ammonium hydroxide Gilson HPLC
11. concentrationthe desired fractions were concentrated
12. customThe product was further purified by trituration from diethyl ether