Water → HCID 67363124, compound

HRID 1183170Notes

Reaction equation

HRID 1183170 reaction equation
[C:1](=O)([O-])[O-].[K+].[K+].O.[F:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:15]1[C:19]([OH:20])=[CH:18][C:17]([C:21]([O:23][CH3:24])=[O:22])=[N:16]1.S(OC)(OC)(=O)=O>C(C(C)=O)C(C)C>[F:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[N:15]1[C:19]([O:20][CH3:1])=[CH:18][C:17]([C:21]([O:23][CH3:24])=[O:22])=[N:16]1

Participants

6

Reactant 4

HCID 962Water2×HCID 6497Dimethyl SulfateHCID 11430Potassium CarbonateHCID 178498589HCID 178498589, compound

Product 1

HCID 67363124HCID 67363124, compoundYield 81.7%

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

Potassium carbonate (27.8 g, 201 mmol) and water (3.62 g, 201 mmol) were added to a suspension of methyl 1-(2-fluoro-phenyl)-5-hydroxy-1H-pyrazole-3-carboxylate (31.6 g, 134 mmol) in methyl isobutyl ketone (323 ml) at room temperature. Then dimethyl sulfate (16.9 g, 134 mmol) was added slowly and the mixture was stirred for 2.5 h. Water was added and the phases were separated. The organic phase was evaporated to give 27.4 g of the title compound as a white solid.

Workup

  1. customthe phases were separated
  2. customThe organic phase was evaporated

Sources & evidence

ORD record
ord-58c3f007f7b04c6a8ee2096f55dd70ab
Source dataset
uspto-grants-2014_03
Patent number
US08664257B2

Reaction notes

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