Trifluoroacetic acid → HCID 66739827, compound

HRID 1627259Notes

Reaction equation

HRID 1627259 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([C:12]2[N:16]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[C:19]([O:24][CH3:25])[CH:18]=3)[C:15]([S:26][CH2:27][C:28]3[C:40]([F:41])=[CH:39][C:31]([C:32]([O:34]C(C)(C)C)=[O:33])=[CH:30][C:29]=3[F:42])=[N:14][CH:13]=2)([CH3:11])[CH3:10])[CH:5]=[CH:6][C:7]=1[Cl:8].C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]([C:12]2[N:16]([C:17]3[CH:22]=[CH:21][C:20]([F:23])=[C:19]([O:24][CH3:25])[CH:18]=3)[C:15]([S:26][CH2:27][C:28]3[C:29]([F:42])=[CH:30][C:31]([C:32]([OH:34])=[O:33])=[CH:39][C:40]=3[F:41])=[N:14][CH:13]=2)([CH3:11])[CH3:10])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66740038HCID 66740038, compound

Product 1

HCID 66739827HCID 66739827, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of tert-butyl 4-((5-(2-(3,4-dichlorophenyl)propan-2-yl)-1-(4-fluoro-3-methoxyphenyl)-1H-imidazol-2-ylthio)methyl)-3,5-difluorobenzoate (540 mg, 0.85 mmol) in DCM (2 mL) was treated with TFA (2.0 mL) at ambient temperature. After 40 min, the reaction mixture was concentrated under reduced pressure to afford a colorless oil. This oil was taken up in DCM and toluene and again concentrated under reduced pressure to remove any residual TFA and to provide the title compound. MS (EI) m/z 581 (MH+).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customto afford a colorless oil
  3. concentrationtoluene and again concentrated under reduced pressure
  4. customto remove any residual TFA

Sources & evidence

ORD record
ord-df28efc8d7f249029ce555880bb9f5a8
Source dataset
uspto-grants-2014_07
Patent number
US08785488B2

Reaction notes

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