Trifluoroacetic acid → HCID 57668035, compound

HRID 2191767Notes

Reaction equation

FC(F)(F)C(O)=O.[F:8][C:9]1[CH:38]=[CH:37][C:12]([NH:13][C:14]2[CH:26]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[O:33][CH:34]([CH3:36])[CH3:35])[CH:24]=[CH:23][C:15]=2[C:16]([O:18]C(C)(C)C)=[O:17])=[CH:11][CH:10]=1>>[F:8][C:9]1[CH:38]=[CH:37][C:12]([NH:13][C:14]2[CH:26]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[O:33][CH:34]([CH3:35])[CH3:36])[CH:24]=[CH:23][C:15]=2[C:16]([OH:18])=[O:17])=[CH:11][CH:10]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 68964024Tert-butyl 2-(4-fluoroanilino)-4-(2-isopropoxyphenyl)benzoate

Product 1

HCID 57668035HCID 57668035, compound

Procedure

Trifluoroacetic acid 5.0 mL was added to the obtained tert-butyl 2-(4-fluoroanilino)-4-(2-isopropoxyphenyl)benzoate, and it was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure, and the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 80-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-(4-fluoroanilino)-4-(2-isopropoxyphenyl)benzoic acid 16 mg of a white solid.

Workup

customThe solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-122eff6e78a542f6b44ed2a67046b8d3
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08327467B2

Reaction notes

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