Reacción #66513

ord-aefa367428334f35889df964d4cf7e2b

Ecuación de reacción

Ic1cn[nH]c1
4-iodo-1H-pyrazole
COc1ccc(CCl)cc1
1-(chloromethyl)-4-methoxybenzene
O=C([O-])[O-].[K+].[K+]
K2CO3
COc1ccc(Cn2cc(I)cn2)cc1
4-iodo-1-(4-methoxybenzyl)-1H-pyrazole
Rendimiento 88.2%

Disolventes

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe reaction mixture was cooled to room temperature
  2. 2
    Filtraciónwas filtered
  3. 3
    ConcentraciónThe filtrate was concentrated under reduced pressure
  4. 4
    OtroThe crude product was purified by flash chromatography over silica gel

Procedimiento

According to Scheme 6 Step 1: A suspension of 4-iodo-1H-pyrazole (26.3 mmol, 5.11 g), 1-(chloromethyl)-4-methoxybenzene (29.0 mmol, 3.95 mL) and K2CO3 (39.5 mmol, 5.46 g) in acetonitrile (150 mL) was heated at 60° C. overnight. The reaction mixture was cooled to room temperature and was filtered. The filtrate was concentrated under reduced pressure. The crude product was purified by flash chromatography over silica gel using DCM as eluent to afford 4-iodo-1-(4-methoxybenzyl)-1H-pyrazole (23.2 mmol, 7.3 g, 88%) as a yellow solid.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08524718B2uspto-grants-2013_09