HCID 68960663, compound → HCID 57667978, compound

HRID 2191728Notes

Reaction equation

HRID 2191728 reaction equation
[F:1][C:2]1[CH:31]=[CH:30][C:5]([NH:6][C:7]2[CH:19]=[C:18](/[CH:20]=[CH:21]/[C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=3)[CH:17]=[CH:16][C:8]=2[C:9]([O:11]C(C)(C)C)=[O:10])=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([NH:6][C:7]2[CH:19]=[C:18](/[CH:20]=[CH:21]/[C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=3)[CH:17]=[CH:16][C:8]=2[C:9]([OH:11])=[O:10])=[CH:30][CH:31]=1

Participants

3

Reactant 1

HCID 68960663HCID 68960663, compound

Product 1

HCID 57667978HCID 57667978, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Trifluoroacetic acid 10 mL solution of the obtained tert-butyl 2-(4-fluoroanilino)-4-((E)-2-(3-methoxyphenyl)vinyl)benzoate was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure, and ethyl acetate and saturated sodium thiosulfate aqueous solution were added to the obtained residue. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure to give 2-(4-fluoroanilino)-4-((E)-2-(3-methoxyphenyl)vinyl)benzoic acid 28 mg of pale yellow solid.

Workup

  1. customThe solvent was removed under reduced pressure, and ethyl acetate and saturated sodium thiosulfate aqueous solution
  2. additionwere added to the obtained residue
  3. customThe organic layer was separated
  4. washafter washing with saturated sodium chloride aqueous solution
  5. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-4e32871126ff4498817c03c9dbf9d682
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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