Reacción #2487452

Ecuación de reacción

2,3-difluoro-6-iodo-4-trifluoromethylbenzoic acid

4-chlorobenzamide hydrochloride

caesium carbonate

dimethylformamide

→

quinazolin-4-one

2-(4-Chlorophenyl)-5,6-difluoro-7-trifluoromethyl-3H-quinazolin-4-one

Disolventes

ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with hydrochloric acid (1 M, 25 mL) and water (25 mL)
2. 2
   SecadoThe organic phase was dried over MgSO4
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated under reduced pressure (0.98 g)

Procedimiento

A suspension of crude 2,3-difluoro-6-iodo-4-trifluoromethylbenzoic acid (1.00 g), 4-chlorobenzamide hydrochloride (0.814 g, 4.26 mmol), copper (I) iodide (0.108 g), caesium carbonate (1.85 g, 5.68 mmol) in dimethylformamide (8 mL) were stirred under nitrogen at room temperature for 1 week. The reaction mixture was then diluted with ethyl acetate (100 mL) and washed with hydrochloric acid (1 M, 25 mL) and water (25 mL). The organic phase was dried over MgSO4, filtered and concentrated under reduced pressure (0.98 g). The reaction was repeated with crude 2,3-difluoro-6-iodo-4-trifluoromethylbenzoic acid (0.50 g) to afford an additional portion (0.57 g) of the quinazolin-4-one. LC-MS: 3.6 min, 361 (M+).

Fuente