反应详情

(4S,5R)-5-[3,5-Bis(trifluoromethyl)phenyl]-3-({5-[2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]-2-(methylthio)pyrimidin-4-yl}methyl)-4-methyl-1,3-oxazolidin-2-one (Step A, 0.76 g, 1.11 mmol), 4-bromo-3,5-dimethyl-1H-pyrazole (0.233 g, 1.33 mmol), tripotassium phosphate (1.178 g, 5.50 mmol), (2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl)]palladium(II) chloride (XPHOS Biphenyl Precatalyst) (0.087 g, 0.11 mmol), THF (8.33 mL), and H2O (2.77 mL) were sealed in a microwave vessel and subject to microwave irradiation at 120° C. for 1.5 hrs. The resulting reaction mixture was worked up with brine/ethyl acetate. The combined extracts were dried over Na2SO4, filtered and evaporated to afford a brown mixture. This mixture was purified by flash chromatography (SiO2, ISCO, RediSep 24 g Cartridge). The column was eluted by an ethyl acetate/hexanes mixture (0% to 50% ethyl acetate). Related fractions were pooled and evaporated under reduced pressure to afford an off-white solid of 450 mg as the titled compound. LCMS (M+H)+: 653.35.

1. customsubject to microwave irradiation at 120° C. for 1.5 hrs
2. customThe resulting reaction mixture
3. dry with materialThe combined extracts were dried over Na2SO4
4. filtrationfiltered
5. customevaporated
6. customto afford a brown mixture
7. customThis mixture was purified by flash chromatography (SiO2, ISCO, RediSep 24 g Cartridge)
8. washThe column was eluted by an ethyl acetate/hexanes mixture (0% to 50% ethyl acetate)
9. customevaporated under reduced pressure