Reaktion #45572

Reaktionsgleichung

water

N,N-dimethylformamide

N-(2-cyano-5-fluoro-4-iodo-6-methoxy-3-methylphenyl)-2,2,2-trifluoroacetamide

phenylboronic acid

→

compound

Ausbeute 98.0%

N-(5-Cyano-2-fluoro-3-methoxy-6-methylbiphenyl-4-yl)-2,2,2-trifluoroacetamide

Ausbeute 98.0%

Lösungsmittel

brine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwith heating
2. 2
   Temperaturunder reflux for 15 hours
3. 3
   Extraktionfollowed by extraction three times with ethyl acetate
4. 4
   Waschenthe organic layer was washed with saturated ammonium chloride water
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   FiltrationAfter filtration and concentration under reduced pressure
7. 7
   Einengenthe eluate with n-hexane:ethyl acetate (5:1) was concentrated under reduced pressure

Vorschrift

Under nitrogen atmosphere, tetrakistriphenylphosphine palladium(0) (288 mg, 0.25 mmol) was added to an N,N-dimethylformamide (15 ml) suspension of N-(2-cyano-5-fluoro-4-iodo-6-methoxy-3-methylphenyl)-2,2,2-trifluoroacetamide (I-35) (500 mg, 1.24 mmol), phenylboronic acid (228 mg, 1.87 mmol), potassium phosphate n-hydrate (890 mg, 3.1 mmol), followed by stirring with heating under reflux for 15 hours and a half. After cooling to room temperature, water and saturated brine were added to the reaction liquid, followed by extraction three times with ethyl acetate, the organic layer was washed with saturated ammonium chloride water, then dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with n-hexane:ethyl acetate (5:1) was concentrated under reduced pressure to obtain the entitled compound (427 mg, 98%) as a white solid.

Quelle