Trifluoroacetic acid → HCID 57879476, compound

HRID 1673545Notes

Reaction equation

HRID 1673545 reaction equation
FC(F)(F)C(O)=O.[C:8]1([C:14]2[CH:26]=[CH:25][C:17]([C:18]([O:20]C(C)(C)C)=[O:19])=[C:16]([NH:27][C:28](=[O:40])[C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([N:35]4[CH:39]=[N:38][N:37]=[N:36]4)[CH:30]=3)[CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C(Cl)Cl>[C:8]1([C:14]2[CH:26]=[CH:25][C:17]([C:18]([OH:20])=[O:19])=[C:16]([NH:27][C:28](=[O:40])[C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([N:35]4[CH:39]=[N:38][N:37]=[N:36]4)[CH:30]=3)[CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67341876HCID 67341876, compound

Product 1

HCID 57879476HCID 57879476, compoundYield 28.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.0 mL of trifluoroacetic acid was added to 1.0 mL of methylene chloride solution containing 20 mg of tert-butyl 4-phenyl-2-(3-(1H-tetrazol-1-yl)benzamido)benzoate and stirred an room temperature for 1 hour. The solvent was evaporated under reduced pressure and ethyl acetate and tetrahydrofuran were added to the obtained residue and headed to 50° C., Insoluble were removed by filtration at the same temperature, and the solvent was evaporated under reduced pressure. Tetrahydrofuran was added to the obtained residue and a solid substance was separated by filtration to obtain 5.0 mg of 4-phenyl-2-(3-(1H-tetrazol-1-yl)benzamido)benzoic acid as white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure and ethyl acetate and tetrahydrofuran
  2. additionwere added to the obtained residue
  3. customheaded to 50° C.
  4. customInsoluble were removed by filtration at the same temperature
  5. customthe solvent was evaporated under reduced pressure
  6. additionTetrahydrofuran was added to the obtained residue
  7. customa solid substance was separated by filtration

Sources & evidence

ORD record
ord-19efa845c5c24a4483a6a11d7142f3a4
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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