Tert-butyl 4-(2,4-difluorophenyl)-2-(2,3-dimethylbenzamido)benzoate → 4-(2,4-Difluorophenyl)-2-(2,3-dimethylbenzamido)benzoic acid

HRID 1673446Notes

Reaction equation

HRID 1673446 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:21]=[CH:20][C:12]([C:13]([O:15]C(C)(C)C)=[O:14])=[C:11]([NH:22][C:23](=[O:32])[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[C:25]=2[CH3:31])[CH:10]=1>FC(F)(F)C(O)=O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:21]=[CH:20][C:12]([C:13]([OH:15])=[O:14])=[C:11]([NH:22][C:23](=[O:32])[C:24]2[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[C:25]=2[CH3:31])[CH:10]=1

Participants

3

Reactant 1

HCID 67343241Tert-butyl 4-(2,4-difluorophenyl)-2-(2,3-dimethylbenzamido)benzoate

Product 1

HCID 578793894-(2,4-Difluorophenyl)-2-(2,3-dimethylbenzamido)benzoic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

10 mL of trifluoroacetic acid was added to the obtained tert-butyl 4-(2,4-difluorophenyl)-2-(2,3-dimethylbenzamido)benzoate and stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure and methanol was added to the obtained residue and a solid substance was separated by filtration to obtain 17 mg of 4-(2,4-difluorophenyl)-2-(2,3-dimethylbenzamido)benzoic acid as white solid. 1H-NMR (DMSO-d6) δ: 2.31 (3H, s), 2.31 (3H, s), 7.21-7.30 (2H, m), 7.31-7.49 (4H, m), 7.63-7.70 (1H, m), 8.11 (1H, d, J=8.0 Hz), 8.89 (1H, s), 11.58 (1H, s).

Workup

  1. customThe solvent was evaporated under reduced pressure and methanol
  2. additionwas added to the obtained residue
  3. customa solid substance was separated by filtration

Sources & evidence

ORD record
ord-1b6355a421414fb2a7a331cd484ae4c9
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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