Trifluoroacetic acid → {[5-Chloro-4'-(ethylthio)biphenyl-2-yl]oxy}acetic acid

HRID 1694682Notes

Reaction equation

HRID 1694682 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([S:14][CH2:15][CH3:16])=[CH:10][CH:9]=2)[CH:7]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH2:18][C:19]([OH:21])=[O:20])=[C:6]([C:8]2[CH:9]=[CH:10][C:11]([S:14][CH2:15][CH3:16])=[CH:12][CH:13]=2)[CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86609213tert-Butyl {[5-chloro-4'-(ethylthio)biphenyl-2-yl]oxy}acetate

Product 1

HCID 11163081{[5-Chloro-4'-(ethylthio)biphenyl-2-yl]oxy}acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by stirring a mixture of the product from step (ii) (0.3 g) and trifluoroacetic acid (4 ml) in DCM (10 ml) at RT for 5 h. The solvent was evaporated under reduced pressure, the residue triturated with diethylether then purified by reverse phase HPLC. Yield 0.106 g

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue triturated with diethylether
  3. customthen purified by reverse phase HPLC

Sources & evidence

ORD record
ord-38685364f43447d9b553ecdadb2461d0
Source dataset
uspto-grants-2012_04
Patent number
US08158820B2

Reaction notes

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