Tetrahydrofuran → 3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]propionic acid

HRID 30635Notes

Reaction equation

HRID 30635 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH3:13])[N:11]=[CH:10][C:9]=2/[CH:14]=[CH:15]/[C:16]([OH:18])=[O:17])=[CH:4][CH:3]=1.O1CCCC1.[H][H]>[C].[Pd].C(O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:12]([CH3:13])[N:11]=[CH:10][C:9]=2[CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 69208981(2E)-3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]acrylic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 692099283-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]propionic acidYield 97%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of (2E)-3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]acrylic acid (0.80 g), 5% palladium-carbon (0.30 g), tetrahydrofuran (10 ml) and ethanol (10 ml) was stirred at room temperature for 6 hrs. in a hydrogen atmosphere at atmospheric pressure. Palladium-carbon was filtered off and the filtrate was concentrated to give 3-[5-(4-fluorophenyl)-1-methyl-1H-pyrazol-4-yl]propionic acid (0.78 g, yield 97%) as a colorless solid.

Workup

  1. filtrationPalladium-carbon was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-dd014909edac47f18110df883cab990e
Source dataset
uspto-grants-2008_09
Patent number
US07423159B2

Reaction notes

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