Réaction #45802

Équation de réaction

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

N-bromosuccinimide

→

compound

Rendement 89.5%

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

Rendement 89.5%

Solvants

acetic acid

Conditions de réaction

Traitement

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

Mode opératoire

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.

Source