Reacción #1340589

Ecuación de reacción

3-amino-N-[2,6-diethyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)phenyl]-4-(1,2,4-triazol-1-yl)benzamide

triethylamine

4-fluorobenzoyl chloride

→

3-(4-fluorobenzoylamino)-N-[2,6-diethyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethylethyl)phenyl]-4-(1,2,4-triazol-1-yl)benzamide

Rendimiento 82.0%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was heated
2. 2
   Temperaturato reflux for 15 hours
3. 3
   Otroquenched by addition of saturated aqueous sodium hydrogen carbonate (5 ml)
4. 4
   OtroThe phases were separated
5. 5
   Extracciónthe aqueous phase was extracted with dichloromethane (2×5 ml)
6. 6
   SecadoThe combined organic phases were dried over sodium sulfate
7. 7
   Concentraciónconcentrated
8. 8
   Otropurification by column chromatography on silica gel (eluent: hexane/ethyl acetate 1:4)
9. 9
   Otroto give Compound No

Procedimiento

To a solution of 3-amino-N-[2,6-diethyl-4-(1,2,2,2-tetrafluoro-1-trifluoromethyl-ethyl)phenyl]-4-(1,2,4-triazol-1-yl)benzamide (75 mg, 0.15 mmol) (Example I4) in dichloromethane (3 ml) was added triethylamine (63 μl, 0.45 mmol) and 4-fluorobenzoyl chloride (21.3 μl, 0.18 mmol). The reaction mixture was heated to reflux for 15 hours. The reaction mixture was cooled to ambient temperature and quenched by addition of saturated aqueous sodium hydrogen carbonate (5 ml). The phases were separated and the aqueous phase was extracted with dichloromethane (2×5 ml). The combined organic phases were dried over sodium sulfate and concentrated. The residue was purification by column chromatography on silica gel (eluent: hexane/ethyl acetate 1:4) to give Compound No. D2 of Table D (76 mg, 82% yield).

Fuente