Reacción #47887

Ecuación de reacción

sodium carbonate

5-(3bromophenyl)-7-methylsulfanyl-pyrazolo-[1,5-c]pyrimidine

compound D3

5-(3bromophenyl)-7-methylsulfanyl-pyrazolo-[1,5-c]pyrimidine

4-methoxyphenyl boronic acid

→

solid

Rendimiento 151.1%

5-(4′Methoxy-biphenyl-3-yl)-7-methylsulfanyl-pyrazolo[1,5-c]pyrimidine

Rendimiento 151.1%

Disolventes

ethyl acetate

dimethoxyethane

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction mixture is heated
2. 2
   Temperaturato reflux for 18 h The mixture
3. 3
   Filtraciónfiltered over silica gel
4. 4
   OtroThe product is partitioned between ethyl acetate
5. 5
   Otrothe crude product is purified by silica gel flash chromatography

Procedimiento

Under an inert gas atmosphere is dissolved 5-(3bromophenyl)-7-methylsulfanyl-pyrazolo-[1,5-c]pyrimidine (compound D3)(0.25 g) and 4-methoxyphenyl boronic acid (0.45 g) in dimethoxyethane. To this solution are added bis-(triphenylphosphine)palladium(II) chloride (0.13 mmol) and an aqueous sodium carbonate solution (2M, 8 ml). The reaction mixture is heated to reflux for 18 h The mixture is diluted with ethyl acetate and filtered over silica gel. The product is partitioned between ethyl acetate and an aqueous solution of sodium bicarbonate (5%), the organic phase is dned over sodium sulfate and the crude product is purified by silica gel flash chromatography. A nearly colorless solid (0.41 g) in 60% yield is obtained,

Fuente