反应详情

A mixture of 5-(5-bromo-2-(4-fluorophenyl)thiazol-4-yl)-3-methoxypyridin-2-amine (40 mg, 0.11 mmol), 4-pyridineboronic acid (39 mg, 0.32 mmol), and, and aqueous 2.0 M Na2CO3 solution (0.6 mL) in DME (1.8 mL) was sparged with Ar for 3 min. Tetrakis(triphenylphosphine)palladium(0) (20 mg, 0.02 mmol) was added and the reaction mixture was sparged with Ar for 1 min. The reaction was sealed and irradiated at 115° C. for 15 min in a microwave reactor. The reaction mixture was partitioned with EtOAc (25 mL) and saturated aqueous NaHCO3 solution (25 mL). The separated organic layer was washed with saturated aqueous NaHCO3 solution (25 mL), brine (25 mL), dried (Na2SO4), filtered and concentrated in vacuo. The resulting residue was purified by reverse phase HPLC, which after lypholization, provided 23 mg of the titled compound as the TFA salt: LCMS (m/z): 378.9 (MH+), tR=0.57 min.

1. customwas sparged with Ar for 3 min
2. customthe reaction mixture was sparged with Ar for 1 min
3. customThe reaction was sealed
4. customirradiated at 115° C. for 15 min in a microwave reactor
5. customThe reaction mixture was partitioned with EtOAc (25 mL) and saturated aqueous NaHCO3 solution (25 mL)
6. washThe separated organic layer was washed with saturated aqueous NaHCO3 solution (25 mL), brine (25 mL)
7. dry with materialdried (Na2SO4)
8. filtrationfiltered
9. concentrationconcentrated in vacuo
10. customThe resulting residue was purified by reverse phase HPLC, which after lypholization