Reacción #45580

Ecuación de reacción

water

N,N-dimethylformamide

4-bromo-3-fluoro-6-iodo-2-methoxy-5-methylphenylamine

→

compound

Rendimiento 80.0%

2-Amino-5-bromo-4-fluoro-3-methoxy-6-methylbenzonitrile

Rendimiento 80.0%

Disolventes

brine

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling to room temperature
2. 2
   Extracciónfollowed by extraction twice with ethyl acetate
3. 3
   Lavadothe organic layer was washed with saturated brine
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   FiltraciónAfter filtration and concentration under reduced pressure
6. 6
   Concentraciónthe eluate with n-hexane:ethyl acetate (10:1) was concentrated under reduced pressure

Procedimiento

Under nitrogen atmosphere, water (0.1 ml), zinc cyanide (59 mg, 0.5 mmol), 1,1′-bis(diphenylphosphino)ferrocene (67 mg, 0.12 mmol), bis(dibenzylideneacetone)palladium(0) (58 mg, 0.1 mmol) were added to an N,N-dimethylformamide (10 ml) solution of 4-bromo-3-fluoro-6-iodo-2-methoxy-5-methylphenylamine (I-44) (359 mg, 1.0 mmol), followed by stirring at 120 to 130° C. for 3 hours. After cooling to room temperature, saturated brine was added to the reaction liquid, followed by extraction twice with ethyl acetate, the organic layer was washed with saturated brine, 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 (10:1) was concentrated under reduced pressure to obtain the entitled compound (208 mg, 80%) as a white solid.

Fuente