反应详情

温度

100 °C

To a solution of ethyl 3-(6-bromo-1,5-dimethyl-2,4-dioxo-1,2-dihydrothieno[2,3-d]pyrimidin-3(4H)-yl)propanoate (See Compound 24, Step 4, 150 mg, 0.415 mmol) in toluene (3 mL) was added (3-(trifluoro methoxy)phenyl)boronic acid (102 mg, 0.498 mmol) and aq. Cs2CO3 solution (1 M, 0.5 mL). The reaction was degassed under nitrogen gas (3×) then Pd(PPh3)4 (24 mg) was added. The reaction was heated at 100° C. for 18 h, cooled to RT then diluted with EA (10 mL). The organic layer was washed with brine (10 mL), dried over Na2SO4 and concentrated to a residue which was purified by chromatography eluted with PE/EA (4:1) to give ethyl 3-(1,5-dimethyl-2,4-dioxo-6-(3-(trifluoromethoxy)phenyl)-1,2-dihydrothieno[2,3-d]pyrimidin-3 (4H)-yl)propanoate (120 mg, 63.8% yield) as a yellow solid. LCMS: MH+ 457 and TR=2.045 min.

1. customThe reaction was degassed under nitrogen gas (3×)
2. additionPd(PPh3)4 (24 mg) was added
3. temperaturecooled to RT
4. additionthen diluted with EA (10 mL)
5. washThe organic layer was washed with brine (10 mL)
6. dry with materialdried over Na2SO4
7. concentrationconcentrated to a residue which
8. customwas purified by chromatography
9. washeluted with PE/EA (4:1)