Trifluoroacetic acid → HCID 59759379, compound

HRID 914311Notes

Reaction equation

HRID 914311 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([C:30]2[CH:35]=[CH:34][C:33]([F:36])=[CH:32][CH:31]=2)[CH:8]=[CH:9][C:10]=1[O:11][CH2:12][CH2:13][C:14]1[N:15]=[C:16]([S:19][C:20]([CH3:29])([CH3:28])[C:21]([O:23]C(C)(C)C)=[O:22])[S:17][CH:18]=1)=[O:4].FC(F)(F)C(O)=O>ClCCl>[F:36][C:33]1[CH:32]=[CH:31][C:30]([C:7]2[CH:8]=[CH:9][C:10]([O:11][CH2:12][CH2:13][C:14]3[N:15]=[C:16]([S:19][C:20]([CH3:29])([CH3:28])[C:21]([OH:23])=[O:22])[S:17][CH:18]=3)=[C:5]([C:3]([O:2][CH3:1])=[O:4])[CH:6]=2)=[CH:35][CH:34]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59758832HCID 59758832, compound

Product 1

HCID 59759379HCID 59759379, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(2-{2-[(2-tert-Butoxy-1,1-dimethyl-2-oxoethyl)thio]-1,3-thiazol-4-yl}ethoxy)-4′-fluoro-biphenyl-3-carboxylic acid methyl ester (250 mg) obtained in Example 92-2 was dissolved in dichloromethane (2 mL), trifluoroacetic acid (2 mL) was added, 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 (175 mg) as a colorless oil.

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-0cc8a8157fa347b49bceb2d6188a94b3
Source dataset
uspto-grants-2011_09
Patent number
US08026370B2

Reaction notes

Loading…