Hydrogen Bromide → 2(1H)-Pyridinone, 3-(trifluoromethyl)-

HRID 545069Notes

Reaction equation

HRID 545069 reaction equation
C[O:2][C:3]1[C:8]([C:9]([F:12])([F:11])[F:10])=[CH:7][CH:6]=[CH:5][N:4]=1.Br>C(O)(=O)C>[F:12][C:9]([F:10])([F:11])[C:8]1[C:3]([OH:2])=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 27753092-Methoxy-3-(trifluoromethyl)pyridine

Product 1

HCID 36784112(1H)-Pyridinone, 3-(trifluoromethyl)-

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Heat a mixture of 2-methoxy-3-trifluoromethyl-pyridine (1.0 g, 5.6 mmol) and 30% HBr in acetic acid (5 mL) at reflux for 1 hour. Cool the mixture and remove the volatiles by rotary evaporation. Add ether and collect the precipitate by filtration. Air-dry to give the title compound as the hydrogen bromide salt.

Workup

  1. temperatureHeat
  2. temperatureat reflux for 1 hour
  3. temperatureCool the mixture
  4. customremove the volatiles
  5. customby rotary evaporation
  6. customAdd ether and collect the precipitate
  7. filtrationby filtration
  8. customAir-dry

Sources & evidence

ORD record
ord-7199126cdbe04c4fb30526d1235604f1
Source dataset
uspto-grants-2011_05
Patent number
US07935702B2

Reaction notes

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