HCID 15480014, compound → HCID 9804476, compound

HRID 1872224Notes

Reaction equation

HRID 1872224 reaction equation
[CH3:1][O:2][C:3](=[O:39])[CH2:4][CH2:5][N:6]([C:23]1([C:28](=[O:38])[NH:29][O:30]CC2C=CC=CC=2)[CH2:27][CH2:26][CH2:25][CH2:24]1)[S:7]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)(=[O:9])=[O:8]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:39])[CH2:4][CH2:5][N:6]([S:7]([C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)=[CH:14][CH:15]=1)(=[O:9])=[O:8])[C:23]1([C:28](=[O:38])[NH:29][OH:30])[CH2:24][CH2:25][CH2:26][CH2:27]1

Participants

4

Reactant 1

HCID 15480014HCID 15480014, compound

Product 1

HCID 9804476HCID 9804476, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 3-[(1-benzyloxycarbamoylcyclopentyl)-(4'-fluorobiphenyl-4-sulfonyl)amino]propionic acid methyl ester (10.65 grams, 19.2 mmole) in methanol (250 mL) was treated with 5% palladium on barium sulfate and hydrogenated in a Parr™ shaker at 3 atmospheres pressure for 3 hours. After filtration through nylon (pore size 0.45 μm) to remove the catalyst, the solvent was evaporated to afford 3-[(4'-fluorobiphenyl-4-sulfonyl)-(1-hydroxycarbamoylcyclopentyl)amino]propionic acid methyl ester as a white foam (8.9 grams, 100%).

Workup

  1. filtrationAfter filtration through nylon (pore size 0.45 μm)
  2. customto remove the catalyst
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-25c99e0e6c014285b9ed9179ffa529b9
Source dataset
uspto-grants-2000_08
Patent number
US06107337

Reaction notes

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