Reacción #1702122

Ecuación de reacción

(1R)-1-(3-methoxyphenyl)ethanamine

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

Rendimiento 95.0%

2,5-Dichloro-N-[(1R)-1-(3-methoxyphenyl)ethyl]pyrimidin-4-amine

Rendimiento 95.0%

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
   Otrotriturated with cold EtOAc

Procedimiento

To a solution of (1R)-1-(3-methoxyphenyl)ethanamine (1.50 g, 9.92 mol) (R-isomer, >98% ee purity) and 2,4,5-trichloropyrimidine (1.19 mL, 10.4 mmol) in N,N-dimethylformamide (30 mL) was added potassium carbonate (4.1 g, 30 mmol). The resultant mixture was stirred over two days 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, concentrated, and triturated with cold EtOAc to give the desired product as a light yellow gel (2.81 g, 95%). LCMS for C13H14Cl2N3O (M+H)+: m/z=298.0.

Fuente