Reacción #657313

Ecuación de reacción

1-{[3-(4-fluorophenyl)-1H-pyrazol-5-yl]oxy}acetone

acetic acid

p-TsOH

→

6-(4-fluorophenyl)-3-methylpyrazolo[5,1-b][1,3]oxazole

Rendimiento 46.3%

Disolventes

toluene

EtOAc

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas charged at RT
2. 2
   Lavadowashed with brine
3. 3
   SecadoThe organic layer dried over sodium sulphate
4. 4
   Concentraciónconcentrated under reduced pressure
5. 5
   Otroto get the crude which
6. 6
   Otrowas then purified by column chromatography 100-200 mesh)
7. 7
   Lavadoeluted with 5-10% ethyl acetate in hexane as eluent

Procedimiento

To a stirred solution of 1-{[3-(4-fluorophenyl)-1H-pyrazol-5-yl]oxy}acetone (0.25 g, 1.0 mmol) in toluene, equipped with dean stark apparatus, acetic acid (2 ml) and p-TsOH (25 mg, cat.) was charged at RT and the reaction mass was refluxed at 130° C. for 16 h. After completion, the reaction was diluted with EtOAc (50 ml) and washed with brine. The organic layer dried over sodium sulphate and concentrated under reduced pressure to get the crude which was then purified by column chromatography 100-200 mesh) eluted with 5-10% ethyl acetate in hexane as eluent to get compound 6-(4-fluorophenyl)-3-methylpyrazolo[5,1-b][1,3]oxazole (0.1 g, yield 43%).

Fuente