Ammonia → HCID 178513782, compound

HRID 2063151Notes

Reaction equation

HRID 2063151 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([C:8](OC)=[O:9])[C:5]([OH:12])=[N:4][CH:3]=1.[NH3:13].Cl>CO>[Br:1][C:2]1[N:7]=[C:6]([C:8]([NH2:13])=[O:9])[C:5]([OH:12])=[N:4][CH:3]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 178499057HCID 178499057, compound

Product 1

HCID 178513782HCID 178513782, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 3 mL of methanol is suspended 0.6 g of methyl 6-bromo-3-hydroxy-2-pyrazinecarboxylate obtained according to the method described in literature [J. Med. Chem., 1969, 12(2), 285-287]. Then, 6 mL of 25% aqueous ammonia is added thereto and the resulting solution is stirred at ambient temperature for 17 hours. The reaction mixture is adjusted to pH 3 by adding 6 mol/L hydrochloric acid. The solvent is distilled off under reduced pressure. Isopropyl ether and water are added to the residue and filtered to obtain 0.33 g of 6-bromo-3-hydroxy-2-pyrazinecarboxamide.

Workup

  1. customobtained
  2. distillationThe solvent is distilled off under reduced pressure
  3. additionIsopropyl ether and water are added to the residue
  4. filtrationfiltered

Sources & evidence

ORD record
ord-fe8ef14cd4e948f6950113b5b50553cd
Source dataset
uspto-grants-2012_10
Patent number
USRE043748E1

Reaction notes

Loading…