Bromine → 3-Bromo-4,7-diazaindole

HRID 1639577Notes

Reaction equation

HRID 1639577 reaction equation
[N:1]1[CH:6]=[CH:5][N:4]=[C:3]2[NH:7][CH:8]=[CH:9][C:2]=12.[Br:10]Br>C(Cl)(Cl)Cl.C(Cl)(Cl)(Cl)Cl>[Br:10][C:9]1[C:2]2[C:3](=[N:4][CH:5]=[CH:6][N:1]=2)[NH:7][CH:8]=1

Participants

5

Reactant 2

HCID 24408BromineHCID 53708035H-Pyrrolo[2,3-b]pyrazine

Product 1

HCID 122071933-Bromo-4,7-diazaindole

Reagents, catalysts & solvents 2

HCID 5943Carbon TetrachlorideSolventHCID 6212ChloroformSolvent

Procedure

7-Bromo-5H-pyrrolo[2,3-b]pyrazine (4) is prepared by dissolving 5H-pyrrolo[2,3-b]pyrazine (3) in chloroform and slowly adding Br2 in carbon tetrachloride at 0° C. After stirring for 1-2 hours, the reaction may be quenched in aqueous hydrochloric acid. Isolation by conventional means (e.g. extraction and silica gel chromatography) provides compound 4.

Workup

  1. custom7-Bromo-5H-pyrrolo[2,3-b]pyrazine (4) is prepared
  2. customthe reaction
  3. custommay be quenched in aqueous hydrochloric acid
  4. extractionIsolation by conventional means (e.g. extraction and silica gel chromatography)

Sources & evidence

ORD record
ord-79048935ae504ba0b321b0211ee5ad71
Source dataset
uspto-grants-2012_02
Patent number
US08110576B2

Reaction notes

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