Reaktion #48563

Reaktionsgleichung

4-Nitropyrazole-3-carboxylic acid

4-fluoroaniline

EDC

HOBt

→

title compound

Ausbeute 97.3%

4-Nitro-1H-pyrazole-3-carboxylic acid (4-fluoro-phenyl)-amide

Ausbeute 97.3%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed by evaporation under reduced pressure
2. 2
   Sonstigethe residue triturated with ethyl acetate/saturated brine solution
3. 3
   FiltrationThe resultant yellow solid was collected by filtration
4. 4
   Waschenwashed with 2M hydrochloric acid
5. 5
   Sonstigedried under vacuum

Vorschrift

4-Nitropyrazole-3-carboxylic acid (10 g; 63.66 mmol) was added to a stirred solution of 4-fluoroaniline (6.7 ml; 70 mmol), EDC (14.6 g; 76.4 mmol), and HOBt (10.3 g; 76.4 mmol) in DMF (25 ml), then stirred at room temperature overnight. The solvent was removed by evaporation under reduced pressure and the residue triturated with ethyl acetate/saturated brine solution. The resultant yellow solid was collected by filtration, washed with 2M hydrochloric acid, then dried under vacuum to give 15.5 g of the title compound. (LC/MS: Rt 2.92 [M+H]+ 250.89).

Quelle