Trifluoroacetic acid → HCID 67110245, compound

HRID 915779Notes

Reaction equation

HRID 915779 reaction equation
C([O:5][C:6](=[O:38])[CH:7]([NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]3[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[CH:30][N:29]=3)=[CH:23][CH:22]=2)=[CH:17][CH:16]=1)(=[O:14])=[O:13])[CH:8]([CH3:10])[CH3:9])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:9][CH:8]([CH3:10])[CH:7]([NH:11][S:12]([C:15]1[CH:16]=[CH:17][C:18]([C:21]2[CH:26]=[CH:25][C:24]([O:27][C:28]3[CH:33]=[CH:32][C:31]([C:34]([F:36])([F:35])[F:37])=[CH:30][N:29]=3)=[CH:23][CH:22]=2)=[CH:19][CH:20]=1)(=[O:14])=[O:13])[C:6]([OH:38])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67109954HCID 67109954, compound

Product 1

HCID 67110245HCID 67110245, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-Methyl-2-[4′-(5-trifluoromethyl-pyridin-2-yloxy)-biphenyl-4-sulfonylamino]-butyric acid tert-butyl ester (97 mg) was dissolved in CH2Cl2 (6 mL) and added with TFA (2 mL). Reaction was complete in 6 hrs as determined by TLC. After removing solvent, residue was purified by column chromatography (10% MeOH/CH2Cl2) to afford 3-Methyl-2-[4′-(5-trifluoromethyl-pyridin-2-yloxy)-biphenyl-4-sulfonylamino]-butyric acid in 66% yield (54.5 mg).

Workup

  1. customReaction
  2. customAfter removing solvent, residue
  3. customwas purified by column chromatography (10% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-f34eb27e0b0f4c0a94ad8d89cd5bcedf
Source dataset
uspto-grants-2007_09
Patent number
US07268135B2

Reaction notes

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