Reacción #44215

Ecuación de reacción

Water

4-bromo-2-fluoro aniline

cesium carbonate

4-chloro-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylic acid methyl ester

→

desired product

Rendimiento 43.0%

4-(4-bromo-2-fluorophenylamino)-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylic acid

Rendimiento 43.0%

Disolventes

EtOAc

1,2-dichlorobenzene

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture was heated to reflux
2. 2
   OtroThe aqueous layer was separated
3. 3
   Extracciónextracted with EtOAc
4. 4
   SecadoThe combined organic layers were dried (MgSO4)
5. 5
   Concentraciónconcentrated under reduced pressure
6. 6
   Otrotriturated

Procedimiento

To a mixture of 4-chloro-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylic acid methyl ester (0.250 g, 0.944 mmol) in 1,2-dichlorobenzene (3.8 mL) was added 4-bromo-2-fluoro aniline (0.561 g, 3.78 mmol), and cesium carbonate (0.615 mg, 1.89 mmol). The reaction mixture was heated to reflux. After 1 hour, the reaction mixture was cooled to room temperature. Water was added and the mixture was diluted with EtOAc. The aqueous layer was separated, acidified with 10% HCl solution, and extracted with EtOAc. The combined organic layers were dried (MgSO4), concentrated under reduced pressure, and triturated to give 0.153 g (43%) of the desired product.

Fuente