Bromine → methyl 5-bromo-6-oxo-1H-pyrazine-3-carboxylate

HRID 639313Notes

Reaction equation

HRID 639313 reaction equation
[OH:1][C:2]1[N:3]=[CH:4][C:5]([C:8]([O:10][CH3:11])=[O:9])=[N:6][CH:7]=1.[Br:12]Br>C(Cl)(Cl)Cl>[CH3:11][O:10][C:8]([C:5]1[CH:4]=[N:3][C:2]([OH:1])=[C:7]([Br:12])[N:6]=1)=[O:9]

Participants

4

Reactant 2

HCID 24408BromineHCID 178498852HCID 178498852, compound

Product 1

HCID 178498844methyl 5-bromo-6-oxo-1H-pyrazine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 2 g (13 mmol) methyl 5-hydroxypyrazine-2-carboxylate (commercially available), 0.192 g (0.65 mmol) FeBr3, 0.7 mL (14 mmol) Br2 in 20 mL CHCl3 was refluxed for 16 h. After evaporation of all volatiles the residue was used without further purification in the consecutive step.

Workup

  1. temperaturewas refluxed for 16 h
  2. customAfter evaporation of all volatiles the residue
  3. customwas used without further purification in the consecutive step

Sources & evidence

ORD record
ord-d267403c5fb9427d90223a22bfd46cf5
Source dataset
uspto-grants-2010_04
Patent number
US07691863B2

Reaction notes

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