Potassium Carbonate → HCID 58103974, compound

HRID 1943986Notes

Reaction equation

HRID 1943986 reaction equation
Br[CH:2]([CH3:6])[C:3](=O)[CH3:4].[NH2:7][C:8]1[CH:13]=[C:12]([Br:14])[CH:11]=[CH:10][N:9]=1.C(=O)([O-])O.[Na+].C(=O)([O-])[O-].[K+].[K+]>C(O)C.O>[Br:14][C:12]1[CH:11]=[CH:10][N:9]2[C:2]([CH3:6])=[C:3]([CH3:4])[N:7]=[C:8]2[CH:13]=1

Participants

7

Reactant 4

HCID 11430Potassium CarbonateHCID 131422-Butanone, 3-bromo-HCID 516892Sodium BicarbonateHCID 6932822-Amino-4-bromopyridine

Product 1

HCID 58103974HCID 58103974, compoundYield 40.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

3 mL (19.86 mmol) of 3-bromobutan-2-one are added to a mixture, stirred at 20° C., of 1.5 g (8.67 mmol) of 2-amino-4-bromopyridine and 1.45 g (17.34 mmol) of sodium hydrogen carbonate in 50 mL of ethanol. The mixture is stirred at reflux for 12 hours and then concentrated under reduced pressure. The mixture obtained is taken up in 20 mL of water. The pH of the solution is basified by successive addition of potassium carbonate. A precipitate is collected by filtration, and is washed with water and then dried under reduced pressure. 0.79 g of the expected product is thus isolated, and is used without further purification in the rest of the synthesis.

Workup

  1. temperatureat reflux for 12 hours
  2. concentrationconcentrated under reduced pressure
  3. customThe mixture obtained
  4. filtrationA precipitate is collected by filtration
  5. washis washed with water
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-02a37650905a4ecc84e3174c404fbf8b
Source dataset
uspto-grants-2013_03
Patent number
US08394820B2

Reaction notes

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