Methanol → 6-Methoxypyrazin-2-amine

Temperature

90 °C

To a stirred solution of methanol (89 μL; 2.2 mmol) in dioxane (1 mL) was added sodium hydride (53 mg; 2.2 mmol). After stirring for 30 minutes, 2-amino-6-chloropyrazine (258 mg; 2.0 mmol) was added and the reaction was heated to 90° C. After stirring for 12 hours, the reaction was cooled to room temperature, diluted with 30 mL of ethyl acetate and washed with aqueous 10% sodium carbonate (1×30 mL), and brine (30 mL), then dried (MgSO4), and filtered. The crude product was purified using the Biotage 12i cartridge eluting with hexane and ethyl acetate (3:1) to yield a white solid (11% yield).

1. stirringAfter stirring for 12 hours
2. temperaturethe reaction was cooled to room temperature
3. washwashed with aqueous 10% sodium carbonate (1×30 mL), and brine (30 mL)
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. customThe crude product was purified
7. washeluting with hexane and ethyl acetate (3:1)

ORD record

ord-bec4be5dfd604d04a0ce7b4d69ddaaa4

Source dataset

uspto-grants-2006_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07067506B2