Reaktion #607864

Reaktionsgleichung

4-amino-2-fluorophenol

1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid

EDCI

HOAT

→

title compound

Ausbeute 93.4%

N-(3-fluoro-4-hydroxyphenyl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

Ausbeute 93.4%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcool to rt
2. 2
   Sonstigequenched with H2O (10 mL)
3. 3
   workup.STIRRINGstirred for another 4 hours
4. 4
   SonstigeThe solid was obtained by filtration
5. 5
   Waschenwashed with DCM (20 mL×3)
6. 6
   Sonstigedried at 60° C. in vacuo for 12 hours

Vorschrift

To a suspension of 4-amino-2-fluorophenol (2.54 g, 20 mmol) and 1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid (4.74 g, 20.4 mmol) in DCM (60 mL) were added EDCI (4.6 g, 24 mmol) and HOAT (0.54 g, 4 mmol). The reaction was stirred at 45° C. for 12 hours, then cool to rt, quenched with H2O (10 mL), and stirred for another 4 hours. The solid was obtained by filtration and washed with DCM (20 mL×3), then dried at 60° C. in vacuo for 12 hours to give the title compound as a pale yellow solid (6.37 g, 93.4%).

Quelle