Reacción #156291

Ecuación de reacción

1-(4-bromo-2-nitrophenyl)butane-1,3-dione

cyclopentylhydrazine hydrochloride

→

5-(4-bromo-2-nitrophenyl)-1-cyclopentyl-3-methyl-1H-pyrazole

Rendimiento 62.9%

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe reaction mixture was concentrated
2. 2
   workup.ADDITIONto the obtained residue was added ethyl acetate
3. 3
   LavadoThe solution was washed with a saturated aqueous sodium hydrogen carbonate solution and saturated brine
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   OtroThe solvent was evaporated under reduced pressure
6. 6
   Otrothe residue was purified by silica gel column chromatography (chloroform/methanol)

Procedimiento

Under a nitrogen atmosphere, to a solution of 1.0 g of 1-(4-bromo-2-nitrophenyl)butane-1,3-dione in 10 ml of acetic acid was added 501 mg of cyclopentylhydrazine hydrochloride, followed by stirring at 100° C. for 1 hour and 30 minutes. The reaction mixture was concentrated, and to the obtained residue was added ethyl acetate. The solution was washed with a saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and then the residue was purified by silica gel column chromatography (chloroform/methanol) to obtain 770 mg of 5-(4-bromo-2-nitrophenyl)-1-cyclopentyl-3-methyl-1H-pyrazole.

Fuente