Potassium Carbonate → HCID 22050640, compound

HRID 2276316Notes

Reaction equation

HRID 2276316 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]([F:13])([F:12])[F:11])=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:20]([O:27][C:28]1[CH:33]=[CH:32][NH:31][C:30](=[O:34])[CH:29]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(#N)C>[CH2:20]([O:27][C:28]1[CH:33]=[CH:32][N:31]([CH2:2][C:3]2[CH:8]=[CH:7][C:6]([O:9][C:10]([F:13])([F:12])[F:11])=[CH:5][CH:4]=2)[C:30](=[O:34])[CH:29]=1)[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 1427851-(Bromomethyl)-4-(trifluoromethoxy)benzeneHCID 36077244-Benzyloxy-2(1H)-pyridone

Product 1

HCID 22050640HCID 22050640, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

1-Bromomethyl-4-trifluoromethoxybenzene (3.32 g, 13.04 mmol) and potassium carbonate (3.51 g, 25.46 mmol) were added to a mixture of 4-benzyloxy-1H-pyridin-2-one (2.5 g, 12.42 mmol) in acetonitrile (10 ml). The reaction mixture was heated at reflux temperature for 24 hours. After cooling to room temperature, it was filtered through diatomaceous earth, the solid residues were washed with methanol and the combined organic extracts were evaporated in vacuo. The crude residue thus obtained was precipitated with DIPE to yield intermediate D14 (4.5 g, 96%) as a white solid.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux temperature for 24 hours
  3. filtrationit was filtered through diatomaceous earth
  4. washthe solid residues were washed with methanol
  5. customthe combined organic extracts were evaporated in vacuo

Sources & evidence

ORD record
ord-939364fbdfa34cee875e1673ecd87171
Source dataset
uspto-grants-2015_09
Patent number
US09132122B2

Reaction notes

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