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

HRID 1098359Notes

Reaction equation

HRID 1098359 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 (44, 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 filtrated and concentrated to give white solid 45 that was used in the next step.

Workup

  1. filtrationThe reaction was filtrated
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-90104a25e4e24884a3d2fc0760a6edec
Source dataset
uspto-grants-2012_03
Patent number
US08143271B2

Reaction notes

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