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

HRID 1397833Notes

Reaction equation

HRID 1397833 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 (5, 2.0 g, 5.4 mmol) in 30 mL of methanol, 20% palladium hydroxide on carbon (100 mg) was added. The reaction was stirred under hydrogen at 1 atm for 15 minutes. The reaction was filtered and the filtrate concentrated under vacuum to give the desired compound as a white solid (6) that was used in the next step without further purification.

Workup

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

Sources & evidence

ORD record
ord-f335251f834b47859fbfb413fed6e709
Source dataset
uspto-grants-2014_12
Patent number
US08901301B2

Reaction notes

Loading…