反应详情

A mixture of 5-bromo-2-phenyl-4-(pyridin-4-yl)thiazole (20 mg, 0.062 mmol), 3-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine (39 mg, 0.157 mmol), and aqueous 2.0 M K2CO3 solution (0.5 ml, 1 mmol) in dioxane (0.5 mL) was sparged with Ar. Pd(PPh3)4 (181 mg, 0.157 mmol) was added, the reaction was sealed and irradiated at 120° C. for 15 min. While allowing to cool to rt, the reaction partitioned and the resulting layers were separated. The aqueous phase was extracted with EtOAc (3×) and the combined organic phases were washed with brine, dried (Na2SO4), and concentrated. The resulting residue was purified by reverse phase HPLC to give, after freeze drying, 3-methoxy-5-(2-phenyl-4-(pyridin-4-yl)thiazol-5-yl)pyridin-2-amine as the TFA salt: LCMS (m/z): 361.0 (MH+), tR=0.58 min.

1. customwas sparged with Ar
2. customthe reaction was sealed
3. customirradiated at 120° C. for 15 min
4. customthe reaction partitioned
5. customthe resulting layers were separated
6. extractionThe aqueous phase was extracted with EtOAc (3×)
7. washthe combined organic phases were washed with brine
8. dry with materialdried (Na2SO4)
9. concentrationconcentrated
10. customThe resulting residue was purified by reverse phase HPLC
11. customto give
12. customafter freeze drying