Bromine → 3,6-Dibromoimidazo[1,2-a]pyridine

HRID 383311Notes

Reaction equation

HRID 383311 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[CH:7]=1.[Br:11]Br>C(O)(=O)C>[Br:11][C:8]1[N:6]2[CH:7]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]2=[N:10][CH:9]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 27955476-Bromoimidazo[1,2-a]pyridine

Product 1

HCID 467390843,6-Dibromoimidazo[1,2-a]pyridine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 6-bromo-imidazo[1,2-a]pyridine (1 eq, 96 mmol, 19 g) in acetic acid (200 ml) under an inert atmosphere of argon is added dropwise bromine (1 eq, 96 mmol, 4.9 ml). After stirring at room temperature for 1 hour, the reaction mixture is filtered to afford the title compound as a beige solid; [M+H]+=275/277/278

Workup

  1. filtrationthe reaction mixture is filtered

Sources & evidence

ORD record
ord-791616322fe3435197f43cfde7ffb08e
Source dataset
uspto-grants-2013_02
Patent number
US08367662B2

Reaction notes

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