반응 #9303

반응 방정식

tert-butyl N-[7-iodo-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]carbamate

4,6-dimethyl-2-methoxyphenylboric acid

barium hydroxide octahydrate

ethyl acetate

→

title compound

수율 102.9%

tert-Butyl N-[7-(2-methoxy-4,6-dimethylphenyl)-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]carbamate

수율 102.9%

용매

1,2-dimethoxyethane

water

Water

반응 조건

후처리

1. 1
   workup.ADDITIONwere added
2. 2
   온도the mixture was heated
3. 3
   세척the extract was washed with brine
4. 4
   건조After drying over anhydrous magnesium sulfate and filtration
5. 5
   농축the solvent was concentrated under reduced pressure
6. 6
   기타the residue was purified by silica gel column chromatography

실험 절차

After dissolving tert-butyl N-[7-iodo-2-(methylsulfanyl)pyrazolo[1,5-a]pyridin-3-yl]carbamate (2.0 g) in 1,2-dimethoxyethane (60 mL) and water (30 mL), 4,6-dimethyl-2-methoxyphenylboric acid (1.33 g), tetrakis(triphenylphosphine)palladium (0) complex (865 mg) and barium hydroxide octahydrate (2.34 g) were added and the mixture was heated and stirred at 80° C. for 3 hours. Water was added to the reaction mixture, extraction was performed with ethyl acetate and the extract was washed with brine. After drying over anhydrous magnesium sulfate and filtration, the solvent was concentrated under reduced pressure, the residue was purified by silica gel column chromatography, and the title compound (2.1 g) was obtained from the n-hexane:ethyl acetate (20:1) fraction as yellow amorphous.

출처