Benzyl 2,6-difluoro-3-(propane-1-sulfonamido)benzoate → 2,6-Difluoro-3-[(propylsulfonyl)amino]benzoic acid

HRID 217605Notes

Reaction equation

HRID 217605 reaction equation
C([O:8][C:9](=[O:25])[C:10]1[C:15]([F:16])=[CH:14][CH:13]=[C:12]([NH:17][S:18]([CH2:21][CH2:22][CH3:23])(=[O:20])=[O:19])[C:11]=1[F:24])C1C=CC=CC=1>CO.[OH-].[OH-].[Pd+2]>[F:24][C:11]1[C:12]([NH:17][S:18]([CH2:21][CH2:22][CH3:23])(=[O:19])=[O:20])=[CH:13][CH:14]=[C:15]([F:16])[C:10]=1[C:9]([OH:25])=[O:8]

Participants

4

Reactant 1

HCID 53396460Benzyl 2,6-difluoro-3-(propane-1-sulfonamido)benzoate

Product 1

HCID 461929232,6-Difluoro-3-[(propylsulfonyl)amino]benzoic acid

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To 2,6-difluoro-3-(propane-1-sulfonylamino)-benzoic acid benzyl ester (52, 2.0 g, mmol) in methanol (30 mL) was added 20% palladium hydroxide on carbon (100 mg). The reaction was stirred under hydrogen at 1 atm for 15 minutes. The reaction was filtered and the filtrate concentrated under vacuum to provide the desired compound.

Workup

  1. filtrationThe reaction was filtered
  2. concentrationthe filtrate concentrated under vacuum

Sources & evidence

ORD record
ord-2ed296e67d244e4a9be43405a6a05336
Source dataset
uspto-grants-2012_06
Patent number
US08198273B2

Reaction notes

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