Trifluoroacetic acid → HCID 22042619, compound

HRID 2053674Notes

Reaction equation

HRID 2053674 reaction equation
C([O:5][C:6](=[O:35])[C:7]#[C:8][C:9]([C:15]1[CH:20]=[CH:19][C:18]([N:21]([S:26]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)(=[O:28])=[O:27])[CH2:22][CH:23]([CH3:25])[CH3:24])=[CH:17][CH:16]=1)([OH:14])[C:10]([F:13])([F:12])[F:11])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[C:29]1([S:26]([N:21]([CH2:22][CH:23]([CH3:25])[CH3:24])[C:18]2[CH:17]=[CH:16][C:15]([C:9]([OH:14])([C:10]([F:11])([F:12])[F:13])[C:8]#[C:7][C:6]([OH:35])=[O:5])=[CH:20][CH:19]=2)(=[O:28])=[O:27])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21037792HCID 21037792, compound

Product 1

HCID 22042619HCID 22042619, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.56 g (1.1 mmol) of 4-[4-(benzenesulfonyl-isobutyl-amino)-phenyl]-5,5,5-trifluoro-4-hydroxy-pent-2-ynoic acid tert-butyl ester (Example 71) in 15 mL of CH2Cl2 was added 0.3 mL of trifluoroacetic acid. The mixture was stirred at room temperature for 24 h. After this time the solvent was evaporated, and the residue was purified by chromatography (silica, hexanes:EtOAc, 1:1) to give the title compound.

Workup

  1. customAfter this time the solvent was evaporated
  2. customthe residue was purified by chromatography (silica, hexanes:EtOAc, 1:1)

Sources & evidence

ORD record
ord-641aa9c548244d7b803f9f995cf4503c
Source dataset
uspto-grants-2008_02
Patent number
US07326812B2

Reaction notes

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