Ethyl Acetate → HCID 22662859, compound

In 9 mL of trifluoroacetic acid was dissolved 0.3 g of 3-amino-2-pyrazinecarboxamide. At an ice-cooled temperature, 10% fluorine gas (a fluorine gas diluted with nitrogen gas) was introduced into the solution at a rate of 45 ml per minute for a period of 22 minutes. After stirring the mixture at an ice-cooled temperature for 17 minutes, the temperature was elevated to room temperature. The reaction mixture was added to a mixture of 30 mL of saturated aqueous solution of sodium hydrogen carbonate and 30 mL of ethyl acetate, and the organic layer was separated. The remaining aqueous layer was acidified with 6 mol/L hydrochloric acid and then extracted with 20 ml of ethyl acetate. The organic layers thus obtained were united, washed successively with 10 mL of water and 10 mL of saturated aqueous solution of sodium chloride and dried on anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue thus obtained was purified by silica gel column chromatography [eluent: n-hexane:ethyl acetate=2:1] to obtain 0.015 g of 3-amino-6-fluoro-2-pyrazinecarboxamide as a light yellow-colored solid product.

1. additiondiluted with nitrogen gas)
2. additionwas introduced into the solution at a rate of 45 ml per minute for a period of 22 minutes
3. temperaturecooled temperature for 17 minutes
4. customwas elevated to room temperature
5. customthe organic layer was separated
6. extractionextracted with 20 ml of ethyl acetate
7. customThe organic layers thus obtained
8. washwashed successively with 10 mL of water and 10 mL of saturated aqueous solution of sodium chloride
9. dry with materialdried on anhydrous magnesium sulfate
10. customthe solvent was removed under reduced pressure
11. customThe residue thus obtained
12. customwas purified by silica gel column chromatography [eluent: n-hexane:ethyl acetate=2:1]

ORD record

ord-6e20edda12b6412e9052480c49ddde53

Source dataset

uspto-grants-2004_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06800629B2