반응 #2294478

반응 방정식

Na2CO3

H2O

(3-fluorophenyl)boronic acid

tert-butyl((4-((6′-chloro-[3,4′-bipyridin]-3′-yl)oxy)-2,5-difluorophenyl)sulfonyl)(thiazol-4-yl)carbamate

→

title compound

수율 30.8%

2,5-difluoro-4-((6′-(3-fluorophenyl)-[3,4′-bipyridin]-3′-yl)oxy)-N-(thiazol-4-yl)benzenesulfonamide

수율 30.8%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   기타the solvent was removed
2. 2
   workup.ADDITIONthe remaining material was diluted with ethyl acetate
3. 3
   기타the organic layer was separated
4. 4
   세척washed with saturated sodium chloride
5. 5
   기타The organic layer was collected
6. 6
   건조dried with magnesium sulfate
7. 7
   기타to remove water
8. 8
   농축concentrated under reduced pressure
9. 9
   기타the residue was purified by column chromatography (developing solvent, hexane:ethyl acetate=3:1)

실험 절차

10 mg (0.03 mmol) of tert-butyl((4-((6′-chloro-[3,4′-bipyridin]-3′-yl)oxy)-2,5-difluorophenyl)sulfonyl)(thiazol-4-yl)carbamate was dissolved in 3 mL of N,N-dimethylformamide, and 3.7 mg (0.03 mmol) of (3-fluorophenyl)boronic acid was added thereto, and then 2 mg (10 mol %) of Pd(PPh3)4, 5.5 mg (0.05 mmol) of Na2CO3, and 1 mL of H2O were added thereto. After reacting with microwave reactor at 120° C. for 10 minutes, the solvent was removed, and the remaining material was diluted with ethyl acetate and the organic layer was separated, and washed with saturated sodium chloride. The organic layer was collected, dried with magnesium sulfate to remove water, and concentrated under reduced pressure, and the residue was purified by column chromatography (developing solvent, hexane:ethyl acetate=3:1) to obtain 5 mg (27% yield) of the title compound.

출처