HCID 58368388, compound → HCID 58368347, compound

HRID 1851079Notes

Reaction equation

HRID 1851079 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[C:11]([C:14]([O:16]CC3C=CC=CC=3)=[O:15])=[C:10]([CH3:24])[N:9]2[CH3:25])=[CH:4][CH:3]=1>CO.[H][H].[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12](=[O:13])[C:11]([C:14]([OH:16])=[O:15])=[C:10]([CH3:24])[N:9]2[CH3:25])=[CH:6][CH:7]=1

Participants

5

Reactant 1

HCID 58368388HCID 58368388, compound

Product 1

HCID 58368347HCID 58368347, compoundYield 94%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

To a solution of benzyl 2-(4-fluorophenyl)-1,5-dimethyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate (2.6 g, 7.64 mmol) in methanol (25 mL), Pd/C (0.5 g) was added. While blowing in hydrogen gas, the mixture was stirred for 8 hours. The resulting reaction mixture was filtered by passing through a celite pad. The filtrate was concentrated under reduced pressure. The target compound was yielded (1.8 g, 94% yield).

Workup

  1. customThe resulting reaction mixture
  2. filtrationwas filtered
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customThe target compound was yielded (1.8 g, 94% yield)

Sources & evidence

ORD record
ord-aded56e4c95949279252977c51cf70b4
Source dataset
uspto-grants-2015_02
Patent number
US08957102B2

Reaction notes

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