Reacción #44420

Ecuación de reacción

water

(1S)-1-(3,4-Difluorophenyl)ethanamine

2,6-dichloropyrazine

potassium carbonate

→

pyrazine

Rendimiento 35.1%

6-Chloro-N-[(1S)-1-(3,4-difluorophenyl)ethyl]pyrazin-2-amine

Rendimiento 35.1%

Disolventes

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe mixture was then heated
2. 2
   OtroThe crude reaction mixture
3. 3
   Extracciónextracted with diethyl ether (3×30 mL)
4. 4
   ConcentraciónThe combined organic extracts were concentrated
5. 5
   Otro20 g silica cartridge (8:2 petroleum spirits:ethyl acetate, followed by ethyl acetate flush)

Procedimiento

(1S)-1-(3,4-Difluorophenyl)ethanamine (977 mg, 6.2 mmol) and 2,6-dichloropyrazine (1.236 g, 8.3 mmol, 1.3 eq) was dissolved in dioxane (5 mL) and potassium carbonate (1.73 g, 2.0 eq) added to the solution. The mixture was then heated at reflux (110° C.) under a nitrogen atmosphere for 65 hours. The crude reaction mixture was then poured onto cold water (30 mL) and extracted with diethyl ether (3×30 mL). The combined organic extracts were concentrated and subjected to flashmaster chromatography (20 g silica cartridge (8:2 petroleum spirits:ethyl acetate, followed by ethyl acetate flush) to afford the desired pyrazine-adduct as an off-white solid (587 mg, 35%).

Fuente