6-Bromo-5-methyl-2-trifluoromethyl-2,3-dihydroimidazo [1,2-a]pyridin-2-ol hydrobromide → 6-Bromo-5-methyl-2-trifluoromethylimidazo[1,2-a]pyridine

HRID 1775286Notes

Reaction equation

HRID 1775286 reaction equation
Br.[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([CH2:10][C:11]([C:14]([F:17])([F:16])[F:15])(O)[N:12]=2)[C:8]=1[CH3:9]>C(O)C>[Br:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]([CH:10]=[C:11]([C:14]([F:16])([F:17])[F:15])[N:12]=2)[C:8]=1[CH3:9]

Participants

3

Reactant 1

HCID 1180351126-Bromo-5-methyl-2-trifluoromethyl-2,3-dihydroimidazo [1,2-a]pyridin-2-ol hydrobromide

Product 1

HCID 1154037216-Bromo-5-methyl-2-trifluoromethylimidazo[1,2-a]pyridineYield 112%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.29 g of 6-bromo-5-methyl-2-trifluoromethyl-2,3-dihydroimidazo[1,2-a]pyridin-2-ol hydrobromide and 10 ml of ethanol was stirred under heat-reflux for 3 hours. The cooled reaction mixture was concentrated under reduced pressure, then water was added, and the mixture was extracted with ethyl acetate. The mixture was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain 2.72 g of 6-bromo-5-methyl-2-trifluoromethylimidazo[1,2-a]pyridine.

Workup

  1. temperatureunder heat-reflux for 3 hours
  2. customThe cooled reaction mixture
  3. concentrationwas concentrated under reduced pressure
  4. additionwater was added
  5. extractionthe mixture was extracted with ethyl acetate
  6. dry with materialThe mixture was dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-7554272c11ed4268a1a006d1b864c104
Source dataset
uspto-grants-2016_02
Patent number
US09260436B2

Reaction notes

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