Reaktion #44215

Reaktionsgleichung

Water

4-bromo-2-fluoro aniline

cesium carbonate

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

→

desired product

Ausbeute 43.0%

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

Ausbeute 43.0%

Lösungsmittel

EtOAc

1,2-dichlorobenzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was heated to reflux
2. 2
   SonstigeThe aqueous layer was separated
3. 3
   Extraktionextracted with EtOAc
4. 4
   TrocknenThe combined organic layers were dried (MgSO4)
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   Sonstigetriturated

Vorschrift

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.

Quelle