Bromine → HCID 22258287, compound

HRID 1610842Notes

Reaction equation

HRID 1610842 reaction equation
[Cl:1][C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[C:5]([C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:12])=[CH:4][CH:3]=1.[Br:19]Br>>[Br:19][C:8]1[N:7]2[C:2]([Cl:1])=[CH:3][CH:4]=[C:5]([C:11]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)=[O:12])[C:6]2=[N:10][CH:9]=1

Participants

3

Reactant 2

HCID 24408BromineHCID 22258262HCID 22258262, compound

Product 1

HCID 22258287HCID 22258287, compoundYield 100.4%

Procedure

100 mg (0.39 mmol) of (5-Chloroimidazo[1,2-a]pyridin-8-yl)(phenyl)methanone (example L, step 3) are dissolved in 5 ml glacial acid. 30 mg (0.19 mmol) of bromine are added dropwise to the solution. The mixture is stirred for 20 h at rt. The solvent is evaporated under vacuum and the crude is purified over preparative HPLC (RP 18-Column, eluent: acetonitrile-water-gradient) to yield 64 mg (49.0% of th.) (3-Bromo-5-chloroimidazo[1,2-a]pyridin-8-yl)(phenyl)methanone.

Workup

  1. customThe solvent is evaporated under vacuum
  2. customthe crude is purified over preparative HPLC (RP 18-Column, eluent: acetonitrile-water-gradient)

Sources & evidence

ORD record
ord-f44cb5d57b054a7cbad6603d3271f376
Source dataset
uspto-grants-2006_01
Patent number
US06984646B2

Reaction notes

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