Reacción #1702134

Ecuación de reacción

3-(3-methoxyphenyl)propan-1-amine hydrochloride

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

Rendimiento 91.1%

2,5-Dichloro-N-[3-(3-methoxyphenyl)propyl]pyrimidin-4-amine

Rendimiento 91.1%

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction was quenched with water
2. 2
   workup.ADDITIONEtOAc was added
3. 3
   Otrothe layers were separated
4. 4
   ExtracciónThe aqueous layer was extracted with EtOAc twice
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
   Otrothen triturated with cold EtOAc)

Procedimiento

To a solution of 3-(3-methoxyphenyl)propan-1-amine hydrochloride (2.00 g, 9.92 mmol) and 2,4,5-trichloropyrimidine (1.19 mL, 10.4 mmol) in N,N-dimethylformamide (30 mL) was added potassium carbonate (4.80 g, 34.7 mmol). The resultant mixture was stirred overnight at room temperature. The reaction was quenched with water. EtOAc was added and the layers were separated. The aqueous layer was extracted with EtOAc twice. The combined organic layers were washed with water and brine successively, then dried (Na2SO4), filtered, and concentrated (then triturated with cold EtOAc) to give the desired product as a light brown gel (2.82 g, 91%). LCMS for C14H16Cl2N3O (M+H)+: m/z=312.0, 314.0.

Fuente