Reacción #45802

Ecuación de reacción

5-Amino-6-fluoro-4-methoxybiphenyl-3-carbonitrile

N-bromosuccinimide

→

compound

Rendimiento 89.5%

5-Amino-2-bromo-6-fluoro-4-methoxybiphenyl-3-carbonitrile

Rendimiento 89.5%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe solvent was evaporated away under reduced pressure
2. 2
   LavadoThe organic layer was washed with saturated brine
3. 3
   Secadodried over anhydrous sodium sulfate
4. 4
   FiltraciónAfter filtration
5. 5
   Otrothe solvent was evaporated away
6. 6
   Otrothe resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=3:1)

Procedimiento

5-Amino-6-fluoro-4-methoxybiphenyl-3-carbonitrile (I-234) (500 mg, 2.06 mmol) was dissolved in acetic acid (9.5 ml), and at room temperature, N-bromosuccinimide (441 mg, 2.48 mmol) was gradually added. After stirring under nitrogen atmosphere at room temperature for 1 hour, the solvent was evaporated away under reduced pressure. The residue was fractionated with ethyl acetate and aqueous 1M sodium hydroxide solution. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated away, and the resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=3:1) to obtain the entitled compound (592 mg, 89%) as a pale brown solid.

Fuente