Reaktion #1908971

Reaktionsgleichung

2-chloro-3,5-dimethyl pyrazine

sodium azide

dimethylformamide

→

solid

Ausbeute 42.0%

2-Azido-3,6-dimethylpyrazine

Ausbeute 42.0%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was cooled to room temperature
2. 2
   Waschenwashed with aqueous 10% sodium carbonate (1×50 mL), brine (50 mL)
3. 3
   Trocknendried (MgSO4)
4. 4
   Filtrationfiltered
5. 5
   SonstigeThe material was purified
6. 6
   Wascheneluting with hexanes and ethyl acetate (3:1)

Vorschrift

To a stirred solution of 2-chloro-3,5-dimethyl pyrazine (1.0 mL; 8.3 mmol) in dimethylformamide (10 mL) was added sodium azide (539 mg; 8.3 mmol). The reaction was heated to 100° C. and stirred for 12 hours. The reaction was cooled to room temperature, diluted with 50 mL of ethyl acetate and washed with aqueous 10% sodium carbonate (1×50 mL), brine (50 mL), then dried (MgSO4) and filtered. The material was purified using a biotage 12L cartridge eluting with hexanes and ethyl acetate (3:1) to yield an off white solid (42% yield).

Quelle