Tetrahydrofuran → 3,6-Difluoropyrazine-2-carboxamide

HRID 392338Notes

Reaction equation

HRID 392338 reaction equation
[F:1][C:2]1[C:3]([C:9]#[N:10])=[N:4][C:5]([F:8])=[CH:6][N:7]=1.[O:11]1CCCC1>Cl>[F:1][C:2]1[C:3]([C:9]([NH2:10])=[O:11])=[N:4][C:5]([F:8])=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 226628293,6-Difluoropyrazine-2-carbonitrile

Product 1

HCID 226628613,6-Difluoropyrazine-2-carboxamide

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
32.5 °C

Procedure

In a mixture of 570 mL of 12 mol/L hydrochloric acid and 57 mL of tetrahydrofuran was suspended 57.3 g of 3,6-difluoro-2-pyrazinecarbonitrile. The suspension was stirred at 30-35° C. for 6.5 hours. The reaction mixture was concentrated to dryness under reduced pressure, 100 mL of ethanol was added, and then the solvent and hydrochloric acid were removed under reduced pressure. The residue thus obtained was washed with ethanol and diisopropyl ether to obtain 53.7 g of 3,6-difluoro-2-pyrazinecarboxamide as a colorless solid product.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness under reduced pressure, 100 mL of ethanol
  2. additionwas added
  3. customthe solvent and hydrochloric acid were removed under reduced pressure
  4. customThe residue thus obtained
  5. washwas washed with ethanol and diisopropyl ether

Sources & evidence

ORD record
ord-0ba8cf63e94848a2a986c67de9d83f4f
Source dataset
uspto-grants-2004_10
Patent number
US06800629B2

Reaction notes

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