4-Bromophenacyl bromide → 2-(4-Bromophenyl)-6-methylimidazo[1,2-a]pyridine

HRID 251768Notes

Reaction equation

HRID 251768 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)=O.[NH2:12][C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][N:14]=1.C(=O)([O-])O.[Na+]>C(O)C>[Br:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:12]=[C:13]3[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][N:14]3[CH:2]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 74544-Bromophenacyl bromideHCID 153482-Amino-5-methylpyridineHCID 516892Sodium Bicarbonate

Product 1

HCID 8378932-(4-Bromophenyl)-6-methylimidazo[1,2-a]pyridineYield 81.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dissolving 5 g (18 mmol) of 2,4′-dibromo acetophenone and 2.0 g (19 mmol) of 2-amino-5-picoline into 30 milliliter of ethanol, adding 2.9 g of sodium hydrogen carbonate, the resultant suspension was refluxed under heating for 6 hours. After completion of the reaction, separation with filtration was carried out and resultant crystals were washed with water and ethanol, thereby obtaining 4.2 g of 2-(4-bromo-phenyl)-6-methyl-imidazo [1,2-a] pyridine (yield: 81%).

Workup

  1. temperatureunder heating for 6 hours
  2. customAfter completion of the reaction, separation
  3. filtrationwith filtration
  4. washresultant crystals were washed with water and ethanol

Sources & evidence

ORD record
ord-31709fdeb18f48b3912546d8c56d8b63
Source dataset
uspto-grants-2011_01
Patent number
US07867629B2

Reaction notes

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