반응 #620579

반응 방정식

methyl 1-{[(trifluoromethyl)sulfonyl]oxy}isoquinoline-7-carboxylate

2,4,6-trifluorophenylboric acid

triethylamine

1,4-dioxane

→

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

수율 96.4%

용매

water

반응 조건

후처리

1. 1
   온도was heated
2. 2
   기타was returned to room temperature
3. 3
   추출extracted with ethyl acetate
4. 4
   농축The organic layer was concentrated under reduced pressure
5. 5
   기타the resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate)

실험 절차

Under argon gas atmosphere, a mixture of methyl 1-{[(trifluoromethyl)sulfonyl]oxy}isoquinoline-7-carboxylate (250 mg), 2,4,6-trifluorophenylboric acid (184 mg), tetrakis(triphenylphosphine)palladium (22 mg), triethylamine (189 mg), and 1,4-dioxane (15 mL) was heated under stirring in an oil bath at 95° C. for 18 hours. The reaction mixture was returned to room temperature, diluted with water, and then extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and the resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate) to obtain methyl 1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate (228 mg).

출처