2-Aminopyridine → 2-(4-Iodophenyl)imidazo[1,2-a]pyridine

HRID 251763

Reaction equation

HRID 251763 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([I:11])=[CH:7][CH:6]=1)=O.[NH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1.C(=O)([O-])O.[Na+]>C(O)C>[I:11][C:8]1[CH:9]=[CH:10][C:5]([C:3]2[N:12]=[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N:14]3[CH:2]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 104392-AminopyridineHCID 2565722-Bromo-1-(4-iodophenyl)ethanoneHCID 516892Sodium Bicarbonate

Product 1

HCID 7850652-(4-Iodophenyl)imidazo[1,2-a]pyridineYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Dissolving 27 g (83 mmol) of crude 2-bromo-4′-iodo acetophenone thus obtained and 8.0 g (85 mmol) of 2-aminopyridine into 200 milliliter of ethanol, adding 10 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 21 g of 2-(4-iodophenyl)-imidazo [1,2-a] pyridine (yield: 82%).

Workup

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

Sources & evidence

ORD record
ord-17ed4fda02294e4a9abd48b72f4472a6
Source dataset
uspto-grants-2011_01
Patent number
US07867629B2

Linked notes

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