3-Bromo-1,1,1-trifluoro-2-propanone → HCID 59334526, compound

HRID 1639821Notes

Reaction equation

HRID 1639821 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=1.Br[CH2:10][C:11](=O)[C:12]([F:15])([F:14])[F:13]>C(O)C>[Br:1][C:2]1[N:7]2[CH:10]=[C:11]([C:12]([F:15])([F:14])[F:13])[N:8]=[C:6]2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 790083-Bromo-1,1,1-trifluoro-2-propanoneHCID 3008092-Amino-6-bromopyridine

Product 1

HCID 59334526HCID 59334526, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6-Bromopyridin-2-amine (20.0 g, 116 mmol) and 3-bromo-1,1,1-trifluoroacetone (24.0 mL, 231 mmol) were dissolved in ethanol (200 mL), and the mixture was heated under reflux for 4 days. The precipitated solid was collected by filtration and dissolved in dichloromethane. The solution was washed with saturated aqueous sodium hydrogen carbonate solution, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give the title compound (26.0 g, yield 85%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 days
  3. filtrationThe precipitated solid was collected by filtration
  4. dissolutiondissolved in dichloromethane
  5. washThe solution was washed with saturated aqueous sodium hydrogen carbonate solution
  6. dry with materialdried over anhydrous sodium sulfate
  7. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-6cc71be636dc4f66937d69d1b5e5f23f
Source dataset
uspto-grants-2012_02
Patent number
US08110585B2

Reaction notes

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