Reacción #1702109

Ecuación de reacción

3-methoxybenzylamine

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

Rendimiento 93.2%

2,5-Dichloro-N-(3-methoxybenzyl)pyrimidin-4-amine

Rendimiento 93.2%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction was quenched with water
2. 2
   workup.ADDITIONEthyl acetate (“EtOAc”) was added
3. 3
   Otrothe layers were separated
4. 4
   ExtracciónThe aqueous layer was extracted with EtOAc once
5. 5
   LavadoThe combined organic layers were washed with water and brine successively
6. 6
   Secadodried (Na2SO4)
7. 7
   Filtraciónfiltered
8. 8
   Concentraciónconcentrated
9. 9
   OtroThe crude product was purified by silica gel column chromatography

Procedimiento

To a solution of 3-methoxybenzylamine (0.75 g, 5.4 mmol) and 2,4,5-trichloropyrimidine (1.1 g, 6.0 mmol) in N,N-dimethylformamide (20 mL) was added potassium carbonate (2.3 g, 16 mmol). The resulting mixture was stirred overnight at room temperature. The reaction was quenched with water. Ethyl acetate (“EtOAc”) was added and the layers were separated. The aqueous layer was extracted with EtOAc once. The combined organic layers were washed with water and brine successively, then dried (Na2SO4), filtered, and concentrated. The crude product was purified by silica gel column chromatography to give the desired product as a white powder (1.43 g, 92%). LCMS for C12H12ClN3O (M+H)+: m/z=284.0, 286.0.

Fuente