Trifluoroacetic acid → [6-(2-Fluoro-phenyl)-pyridazin-3-yloxy]-acetic acid

HRID 1931381Notes

Reaction equation

HRID 1931381 reaction equation
C([O:5][C:6](=[O:22])[CH2:7][O:8][C:9]1[N:10]=[N:11][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[F:21])=[CH:13][CH:14]=1)(C)(C)C.C(O)(C(F)(F)F)=O>>[F:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:12]1[N:11]=[N:10][C:9]([O:8][CH2:7][C:6]([OH:22])=[O:5])=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68537532[6-(2-Fluoro-phenyl)-pyridazin-3-yloxy]-acetic acid tert-butyl ester

Product 1

HCID 68537815[6-(2-Fluoro-phenyl)-pyridazin-3-yloxy]-acetic acid

Procedure

To the crude [6-(2-fluoro-phenyl)-pyridazin-3-yloxy]-acetic acid tert -butyl ester obtained in step (b) 5 ml of 90% aqueous TFA were added, and the mixture was allowed to stand at room temperature overnight. After evaporation, a sodium hydrogencarbonate solution was added, and the solution extracted with ethyl acetate. The aqueous phase was acidified to pH=4 and extracted with ethyl acetate. The combined extracts were dried and evaporated. Yield: 20 mg.

Workup

  1. customAfter evaporation
  2. additiona sodium hydrogencarbonate solution was added
  3. extractionthe solution extracted with ethyl acetate
  4. extractionextracted with ethyl acetate
  5. customThe combined extracts were dried
  6. customevaporated

Sources & evidence

ORD record
ord-1d17238563f544ae8dc5ec20c71587ec
Source dataset
uspto-grants-2012_05
Patent number
US08188291B2

Reaction notes

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