Réaction #45801

Équation de réaction

N-(5-Cyano-2-fluoro-4-methoxybiphenyl-3-yl)-2,2,2-trifluoroacetamide

potassium carbonate

→

compound

Rendement 92.0%

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

Rendement 92.0%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   TempératureAfter cooling to room temperature
2. 2
   Autremethanol was evaporated away under reduced pressure
3. 3
   Extractionthe resulting residue was extracted with ethyl acetate
4. 4
   AutreThe organic layer was separated
5. 5
   Extractionthe aqueous layer was again extracted with ethyl acetate
6. 6
   Lavagewashed with saturated brine
7. 7
   Séchagedried over anhydrous sodium sulfate
8. 8
   AutreThe solvent was evaporated away
9. 9
   Autrethe resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=4:1)

Mode opératoire

N-(5-Cyano-2-fluoro-4-methoxybiphenyl-3-yl)-2,2,2-trifluoroacetamide 233) (2.78 g, 8.22 mmol) was dissolved in methanol (31.8 ml), and at room temperature, aqueous 15 wt. % potassium carbonate solution (31.8 ml, 34.5 mmol) was added. This was stirred at 70° C. for 38 hours. After cooling to room temperature, methanol was evaporated away under reduced pressure, and the resulting residue was extracted with ethyl acetate. The organic layer was separated, and the aqueous layer was again extracted with ethyl acetate. The organic layers were combined, washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated away, and the resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=4:1) to obtain the entitled compound (1.833 g, 92%) as a colorless gel substance.

Source