반응 #620608

반응 방정식

methyl 4-bromo-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate

ethylboronic acid

tripotassium phosphate

toluene

→

methyl 4-ethyl-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate

수율 54.3%

용매

water

ethyl acetate

water

반응 조건

후처리

1. 1
   온도was heated
2. 2
   기타was returned to room temperature
3. 3
   기타the insoluble matter was separated by filtration
4. 4
   추출The filtrate was extracted with ethyl acetate
5. 5
   농축the organic layer was concentrated under reduced pressure
6. 6
   기타The resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate)

실험 절차

Under argon gas atmosphere, a mixture of methyl 4-bromo-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate (150 mg), ethylboronic acid (84 mg), tetrakis(triphenylphosphine)palladium (44 mg), tripotassium phosphate (241 mg), toluene (5 mL), and water (0.3 mL) was heated under stirring in an oil bath at 100° C. for one day. The reaction mixture was returned to room temperature, and diluted with water and ethyl acetate, and then the insoluble matter was separated by filtration. The filtrate was extracted with ethyl acetate, and the organic layer was concentrated under reduced pressure. The resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate) to obtain methyl 4-ethyl-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate (71 mg).

출처