반응 #9281

반응 방정식

7-bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine

2-chloro-4-methoxyphenylboric acid

barium hydroxide octahydrate

ethyl acetate

→

title compound

수율 73.3%

7-(2-Chloro-4-methoxyphenyl)-2-ethyl-3-nitropyrazolo[1,5-a]pyridine

수율 73.3%

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 saturated aqueous sodium hydrogencarbonate and brine, in that order
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 7-bromo-2-ethyl-3-nitropyrazolo[1,5-a]pyridine (100 mg) in 1,2-dimethoxyethane (6 mL) and water (1 mL), 2-chloro-4-methoxyphenylboric acid (138 mg), tetrakis(triphenylphosphine)palladium (0) complex (86 mg) and barium hydroxide octahydrate (233 mg) were added and the mixture was heated and stirred at 80° C. for 3 hours under a nitrogen stream. Water was added to the reaction mixture, extraction was performed with ethyl acetate and the extract was washed with saturated aqueous sodium hydrogencarbonate and brine, in that order. 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 (90 mg) was obtained from the n-hexane:ethyl acetate (30:1) fraction as yellow crystals.

출처