Trifluoroacetic acid → HCID 57667933, compound

HRID 2191730Notes

Reaction equation

HRID 2191730 reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]1[CH:35]=[CH:34][C:12]([NH:13][C:14]2[CH:26]=[C:25](/[CH:27]=[CH:28]/[C:29]3[CH:33]=[CH:32][S:31][CH:30]=3)[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:10]=[CH:11][C:12]([NH:13][C:14]2[CH:26]=[C:25](/[CH:27]=[CH:28]/[C:29]3[CH:33]=[CH:32][S:31][CH:30]=3)[CH:24]=[CH:23][C:15]=2[C:16]([OH:18])=[O:17])=[CH:34][CH:35]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68962144HCID 68962144, compound

Product 1

HCID 57667933HCID 57667933, compound

Procedure

Trifluoroacetic acid 15 mL solution of obtained tert-butyl 2-(4-fluoroanilino)-4-((E)-2-(thiophen-3-yl)vinyl)benzoate was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, and the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 70-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-(4-fluoroanilino)-4-((E)-2-(thiophen-3-yl)vinyl)benzoic acid 9 mg of pale yellow solid.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-f25e1240003244bbba88a37514f6f61a
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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