Trifluoroacetic acid → HCID 57667940, compound

HRID 2191734Notes

Reaction equation

HRID 2191734 reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]1[CH:36]=[CH:35][C:12]([NH:13][C:14]2[CH:26]=[C:25](/[CH:27]=[CH:28]/[C:29]3[CH:30]=[N:31][CH:32]=[CH:33][CH:34]=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:30]=[N:31][CH:32]=[CH:33][CH:34]=3)[CH:24]=[CH:23][C:15]=2[C:16]([OH:18])=[O:17])=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68960081HCID 68960081, compound

Product 1

HCID 57667940HCID 57667940, compound

Procedure

Trifluoroacetic acid 15 ml solution of the obtained tert-butyl 2-(4-fluoroanilino)-4-((E)-2-(pyridin-3-yl)vinyl)benzoate was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, ethyl acetate and water were added to it, and it was adjusted to pH6.0 with saturated sodium hydrogen carbonate aqueous solution. The organic layer was separated and collected,dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give 2-(4-fluoroanilino)-4-((E)-2-(pyridin-3-yl)vinyl)benzoic acid 46 mg of pale yellow solid.

Workup

  1. customThe solvent was removed under reduced pressure, ethyl acetate and water
  2. additionwere added to it, and it
  3. customThe organic layer was separated
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-cc091eb591fb4142825c4b18ee33b1f6
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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