反应详情

A mixture of pyridin-4-ylboronic acid (17.0 mg, 0.14 mmol) and 5-(5-bromo-2-(4-(ethylsulfonyl)piperazin-1-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)-3-methoxypyridin-2-amine (26.5 mg, 0.05 mmol) in DME (1.5 mL) and 2.0 M aqueous Na2CO3 (0.5 mL) was sparged with Ar for 2 min. Tetrakis(triphenylphosphine)palladium(0) (10.6 mg, 9.2 μmol) was added. The mixture was sparged with Ar for an additional 2 min and was irradiated in a sealed tube in a microwave reactor at 115° C. for 15 min. The reaction mixture was extracted with EtOAc (3×10 mL). The combined organic layers were washed with sat aqueous NaHCO3 (30 mL), brine (30 mL), dried over Na2SO4, filtered and concentrated in vacuo. The material purified by preparative TLC (SiO2, 0.25 mm, 95:5 DCM-MeOH) to afford 5-(2-(4-(ethylsulfonyl)piperazin-1-yl)-5-(pyridin-4-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-imidazol-4-yl)-3-methoxypyridin-2-amine was isolated as colorless solid: LCMS (m/z): 574.3 (MH+), tR=0.68 min.

1. customwas sparged with Ar for 2 min
2. customThe mixture was sparged with Ar for an additional 2 min
3. customwas irradiated in a sealed tube in a microwave reactor at 115° C. for 15 min
4. extractionThe reaction mixture was extracted with EtOAc (3×10 mL)
5. washThe combined organic layers were washed with sat aqueous NaHCO3 (30 mL), brine (30 mL)
6. dry with materialdried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe material purified by preparative TLC (SiO2, 0.25 mm, 95:5 DCM-MeOH)