Trifluoroacetic acid → (E)-5-chloro-2-{1-[3-fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]methylidene]valeric acid trifluoroacetate

HRID 1436139Notes

Reaction equation

HRID 1436139 reaction equation
[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].[Cl:8][CH2:9][CH2:10][CH2:11]/[C:12](=[CH:20]\[C:21]1[CH:26]=[CH:25][C:24]([N:27]2[CH:31]=[C:30]([CH3:32])[N:29]=[CH:28]2)=[C:23]([F:33])[CH:22]=1)/[C:13]([O:15]C(C)(C)C)=[O:14]>C(Cl)(Cl)Cl>[F:4][C:3]([F:6])([F:5])[C:1]([OH:7])=[O:2].[Cl:8][CH2:9][CH2:10][CH2:11]/[C:12](=[CH:20]\[C:21]1[CH:26]=[CH:25][C:24]([N:27]2[CH:31]=[C:30]([CH3:32])[N:29]=[CH:28]2)=[C:23]([F:33])[CH:22]=1)/[C:13]([OH:15])=[O:14]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69004836tert-butyl(E)-5-chloro-2-{1-[3-fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]methylidene}valerate

Product 1

HCID 69003182(E)-5-chloro-2-{1-[3-fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]methylidene]valeric acid trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

chloroform (5 mL) and TFA (10 mL) were added to tert-butyl(E)-5-chloro-2-{1-[3-fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]methylidene}valerate (1.96 g), and the reaction solution was stirred at room temperature for one hour. The reaction solution was concentrated under reduced pressure. The residue was solidified with methylene chloride, ethyl acetate, and heptane and separated by filtration to obtain 2.19 g of the title compound. The property value of the compound is as follows.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customseparated by filtration

Sources & evidence

ORD record
ord-752a50c8bdae414a99ca8b585a0166d8
Source dataset
uspto-grants-2009_11
Patent number
US07618960B2

Reaction notes

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