Phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanone hydrobromide → Phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanone

HRID 600617Notes

Reaction equation

HRID 600617 reaction equation
Br.[C:2]1([C:8]([C:10]2[N:11]=[C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][N:13]3[CH:22]=2)=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C>[C:2]1([C:8]([C:10]2[N:11]=[C:12]3[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:19])[F:20])=[CH:14][N:13]3[CH:22]=2)=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 67273541Phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanone hydrobromide

Product 1

HCID 67273529Phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanoneYield 87.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.32 g of phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanone hydrobromide (1:1) is suspended in 10 mL of ethanol and the reaction medium is refluxed for 2 hours and then concentrated under reduced pressure. The residue is taken up in 10 mL of dichloromethane and 3 mL of aqueous normal sodium hydroxide solution. The organic phase is washed with water, dried over magnesium sulfate and concentrated to dryness under reduced pressure to give 220 mg of phenyl[6-(trifluoromethyl)imidazo[1,2-a]pyridin-2-yl]methanone in the form of a yellow solid.

Workup

  1. temperaturethe reaction medium is refluxed for 2 hours
  2. concentrationconcentrated under reduced pressure
  3. washThe organic phase is washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-9ddddfcccb9f48a7a6b8597a627873a2
Source dataset
uspto-grants-2011_03
Patent number
US07902219B2

Reaction notes

Loading…