4-Bromophenacyl bromide → 2-(4-Bromophenyl)imidazo[1,2-a]pyridine

HRID 2274133Notes

Reaction equation

HRID 2274133 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](=O)[CH2:7]Br)=[CH:4][CH:3]=1.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1.C(=O)([O-])O.[Na+]>C(O)C>[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]2[N:12]=[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N:14]3[CH:7]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 74544-Bromophenacyl bromideHCID 104392-AminopyridineHCID 516892Sodium Bicarbonate

Product 1

HCID 6234162-(4-Bromophenyl)imidazo[1,2-a]pyridineYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

15 g (54 mmol) of 4-bromophenacyl bromide and 5.2 g (55 mmol) of 2-aminopyridine were dissolved in 100 mL of ethanol. Then, 7.0 g of sodium hydrogen carbonate was added, and the resultant was heated under reflux for 6 hours. After completion of the reaction, generated crystals were filtered out, washed with water and ethanol, whereby 12.5 g (yield 85%) of 2-(4-bromophenyl)-imidazo[1,2-a]pyridine was obtained.

Workup

  1. temperaturethe resultant was heated
  2. temperatureunder reflux for 6 hours
  3. customAfter completion of the reaction
  4. filtrationwere filtered out
  5. washwashed with water and ethanol

Sources & evidence

ORD record
ord-09cf92780b4043478b24e08804267a77
Source dataset
uspto-grants-2015_09
Patent number
US09126943B2

Reaction notes

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