Ethanol → HCID 23024893, compound

HRID 349997Notes

Reaction equation

HRID 349997 reaction equation
C([O:8][C:9]1[CH:34]=[CH:33][C:12]([CH2:13][N:14]2[CH:18]=[C:17](/[CH:19]=[CH:20]/[C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:16]([C:26]3[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=3)=[N:15]2)=[CH:11][CH:10]=1)C1C=CC=CC=1.C(O)C>[C].[Pd].O1CCCC1>[F:32][C:29]1[CH:30]=[CH:31][C:26]([C:16]2[C:17]([CH2:19][CH2:20][C:21]([O:23][CH2:24][CH3:25])=[O:22])=[CH:18][N:14]([CH2:13][C:12]3[CH:11]=[CH:10][C:9]([OH:8])=[CH:34][CH:33]=3)[N:15]=2)=[CH:27][CH:28]=1

Participants

5

Reactant 2

HCID 702EthanolHCID 69423040HCID 69423040, compound

Product 1

HCID 23024893HCID 23024893, compoundYield 88.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl(E)-3-[1-(4-benzyloxybenzyl)-3-(4-fluorophenyl)-1H-pyrazol-4-yl]propenoate (10.0 g), 5% palladium-carbon (20.0 g), ethanol (100 ml) and tetrahydrofuran (100 ml) was stirred for 1 hour under a hydrogen atmosphere. After the palladium-carbon was removed by filtration, the filtrate was concentrated to obtain ethyl 3-[3-(4-fluorophenyl)-1-(4-hydroxybenzyl)-1H-pyrazol-4-yl]propionate (7.15 g, yield 88%) as a colorless oily substance.

Workup

  1. customAfter the palladium-carbon was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-7729813df14a482485446919de9f803c
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

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