Trifluoroacetic acid → HCID 59758803, compound

HRID 914328Notes

Reaction equation

HRID 914328 reaction equation
C([O:5][C:6](=[O:35])[C:7]([CH3:34])([S:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][N:25]=3)=[CH:20][CH:19]=2)[N:14]=1)[CH3:8])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:34][C:7]([S:9][C:10]1[S:11][CH:12]=[C:13]([CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][N:25]=3)=[CH:20][CH:19]=2)[N:14]=1)([CH3:8])[C:6]([OH:35])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67398802HCID 67398802, compound

Product 1

HCID 59758803HCID 59758803, compoundYield 58.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Methyl-2-{[4-(2-{4-[5-(trifluoromethyl)pyridin-2-yl]phenoxy}ethyl)-1,3-thiazol-2-yl]thio}propionic acid tert-butyl ester (650 mg) obtained in Example 127-2 was dissolved in dichloromethane (6 mL), trifluoroacetic acid (2 mL) was added, and the mixture was stirred at room temperature for 12 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=1:1 to 0:1) to give the title compound (340 mg) as a white solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel chromatography (elution solvent; hexane:ethyl acetate=1:1 to 0:1)

Sources & evidence

ORD record
ord-87d3f89b9dbf4ff4bd9c0b1930c1ab9f
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

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