Reaktion #1702109

Reaktionsgleichung

3-methoxybenzylamine

2,4,5-trichloropyrimidine

potassium carbonate

→

desired product

Ausbeute 93.2%

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

Ausbeute 93.2%

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe reaction was quenched with water
2. 2
   workup.ADDITIONEthyl acetate (“EtOAc”) was added
3. 3
   Sonstigethe layers were separated
4. 4
   ExtraktionThe aqueous layer was extracted with EtOAc once
5. 5
   WaschenThe combined organic layers were washed with water and brine successively
6. 6
   Trocknendried (Na2SO4)
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated
9. 9
   SonstigeThe crude product was purified by silica gel column chromatography

Vorschrift

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.

Quelle