Potassium Carbonate → 3-(4-Fluoro-3-methyl-phenyl)-5-phenyl-pyrazol-1-yl-acetic acid methyl ester

HRID 400486Notes

Reaction equation

HRID 400486 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[NH:10][N:9]=2)=[CH:4][CH:3]=1.[C:20]([O-])([O-])=O.[K+].[K+].[CH3:26][O:27][C:28](=[O:31])[CH2:29]Br>CC(C)=O>[CH3:26][O:27][C:28](=[O:31])[CH2:29][N:9]1[C:8]([C:5]2[CH:6]=[CH:7][CH:2]=[CH:3][CH:4]=2)=[CH:12][C:11]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[C:15]([CH3:20])[CH:14]=2)=[N:10]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 161054793,5-bis(4-fluorophenyl)-1H-pyrazole

Product 1

HCID 866860843-(4-Fluoro-3-methyl-phenyl)-5-phenyl-pyrazol-1-yl-acetic acid methyl ester

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3.6 g 3,5-Bis-(4-fluoro-phenyl)-1H-pyrazole, 8.8 g K2CO3 and 1.34 mL 2-bromoacetic acid methyl ester were dissolved in 100 mL acetone and stirred over night under reflux. K2CO3 was filtered and the solvent was removed. The residue was purified by HPLC (method 1) to yield 2.6 g of the desired product.

Workup

  1. temperatureunder reflux
  2. filtrationK2CO3 was filtered
  3. customthe solvent was removed
  4. customThe residue was purified by HPLC (method 1)

Sources & evidence

ORD record
ord-1ee8bcbcedf74419965b116b64dfc881
Source dataset
uspto-grants-2014_06
Patent number
US08741892B2

Reaction notes

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