Water → HCID 22662853, compound

HRID 392362Notes

Reaction equation

HRID 392362 reaction equation
[F:1][C:2]1[N:7]=[C:6]([C:8]#[N:9])[CH:5]=[N:4][CH:3]=1.C(OCC)(=[O:12])C.O>Cl>[F:1][C:2]1[N:7]=[C:6]([C:8]([NH2:9])=[O:12])[CH:5]=[N:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 226627966-Fluoropyrazine-2-carbonitrile

Product 1

HCID 22662853HCID 22662853, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
40 °C

Procedure

In 10 mL of concentrated hydrochloric acid was dissolved 1.6 g of 6-fluoro-2-pyrazinecarbonitrile. The solution thus obtained was stirred at 40° C. for 2 hours. The reaction mixture was cooled to room temperature, a mixture of 25 mL of ethyl acetate and 10 mL of water was added, and the organic layer was separated. The aqueous layer was extracted with ethyl acetate. The organic layers were united, washed with 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=1:1] to obtain 0.75 g of 6-fluoro-2-pyrazinecarboxamide as a light brown-colored solid product.

Workup

  1. customThe solution thus obtained
  2. temperatureThe reaction mixture was cooled to room temperature
  3. additionwas added
  4. customthe organic layer was separated
  5. extractionThe aqueous layer was extracted with ethyl acetate
  6. washwashed with saturated aqueous solution of sodium chloride
  7. dry with materialdried on anhydrous magnesium sulfate
  8. customthe solvent was removed under reduced pressure
  9. customThe residue thus obtained
  10. customwas purified by silica gel column chromatography [eluent: n-hexane:ethyl acetate=1:1]

Sources & evidence

ORD record
ord-9c005a5e645849399ea27f0e83309866
Source dataset
uspto-grants-2004_10
Patent number
US06800629B2

Reaction notes

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