반응 #58365

반응 방정식

sodium carbonate

4-chloro-8-(2,6-difluorophenyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

4-fluorobenzeneboronic acid

→

title compound

수율 63.0%

8-(2,6-Difluorophenyl)-4-(2-methylphenyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

수율 63.0%

용매

THF

반응 조건

후처리

1. 1
   기타The mixture was irradiated with microwave at about 150° C. for about 20 min
2. 2
   여과filtered
3. 3
   기타the filtrate evaporated
4. 4
   workup.DISSOLUTIONThe crude product was redissolved in ethyl acetate (10 mL)
5. 5
   기타The layers were separated
6. 6
   건조the organic layer was dried over magnesium sulphate
7. 7
   여과filtered
8. 8
   기타evaporated
9. 9
   기타The crude product was purified by flash chromatography on silica gel with cyclohexane
10. 10
    workup.ADDITIONcontaining ethyl acetate (0 to 50%)

실험 절차

THF (10 mL) and 2M sodium carbonate (2 mL) were added to a mixture of 4-chloro-8-(2,6-difluorophenyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one (0.34 g, 1.0 mmol, solid-supported tetrakis(triphenylphosphine)palladium(0) (0.39 g, 0.1 mmol) and 4-fluorobenzeneboronic acid (0.21 g, 1.5 mmol). The mixture was irradiated with microwave at about 150° C. for about 20 min, then filtered and the filtrate evaporated. The crude product was redissolved in ethyl acetate (10 mL) and water (10 mL). The layers were separated and the organic layer was dried over magnesium sulphate, filtered and evaporated. The crude product was purified by flash chromatography on silica gel with cyclohexane containing ethyl acetate (0 to 50%) to give the title compound (0.25 g, 63%). LC-MS m/z 396 (M+H)+, 3.55 min (ret time).

출처