Ammonia → 3,6-Dimethylpyrazin-2-amine

Temperature

150 °C

A 100 mL autoclave vessel was charged with 3-chloro-2,5-dimethylpyrazine (25.0 g, 176 mmol), NH3 (aq. 25˜28% w/w, 80 mL) and Cu powder (1.69 g, 26.4 mmol) and the autoclave vessel was sealed. The resulting mixture was heated to 150° C. and stirred vigorously for 48 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was diluted with brine (100 mL) and extracted with EtOAc (4×100 mL). The combined extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was washed with PE to render the title compound as a light yellow solid (17.6 g, yield 81%). ESI MS: m/z 124 [M+H]+.

1. customthe autoclave vessel was sealed
2. temperatureThe reaction mixture was cooled to room temperature
3. concentrationconcentrated under reduced pressure
4. additionThe residue was diluted with brine (100 mL)
5. extractionextracted with EtOAc (4×100 mL)
6. dry with materialThe combined extracts were dried over Na2SO4
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure
9. washThe residue was washed with PE

ORD record

ord-e44a115aeba74cbdbba7cc1fbcdd073f

Source dataset

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09249162B2