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Trifluoroacetic acid → HCID 18797003, compound

HRID 1003393
Notes
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Reaction equation

HRID 1003393 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][N:15]=[C:14]([O:18][C:19]4[CH:24]=[CH:23][C:22]([CH:25]([CH3:27])[CH3:26])=[CH:21][CH:20]=4)[N:13]=3)=[C:10](C3C=CC(F)=CC=3)[N:9]=[CH:8]2)[CH2:3][CH2:2]1.[C:35](O)([C:37]([F:40])(F)F)=O>>[NH:1]1[CH2:2][CH2:3][CH:4]([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][N:15]=[C:14]([O:18][C:19]4[CH:20]=[CH:21][C:22]([CH:25]([CH3:27])[CH3:26])=[CH:23][CH:24]=4)[N:13]=3)=[C:10]([O:18][C:19]3[CH:24]=[CH:35][C:37]([F:40])=[CH:21][CH:20]=3)[N:9]=[CH:8]2)[CH2:5][CH2:6]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18536638HCID 18536638, compound

Product 1

HCID 18797003HCID 18797003, compound

Procedure

1-(Piperidin-4-yl)-4-(4-fluorophenyl)-5-[2-(4-isopropylphenoxy)pyrimidin-4-yl]imidazole. The product of the preceding example was combined with TFA, stirred 30 min and the TFA was removed in vacuo. The residue was dissolved in EtOAc (75 mL) and washed with 10% aq NaOH, H2O, satd aq NaCl, dried (Na2SO4) and concentrated. The resulting residue was crystallized from EtOAc/hexane to afford 44 mg of the title compound as a white solid. ES+MS m/z=458 (MH+).

Workup

  1. customthe TFA was removed in vacuo
  2. dissolutionThe residue was dissolved in EtOAc (75 mL)
  3. washwashed with 10% aq NaOH, H2O
  4. dry with materialdried (Na2SO4)
  • concentrationconcentrated
  • customThe resulting residue was crystallized from EtOAc/hexane
  • Sources & evidence

    ORD record
    ord-e710a8a50f034363b1648c7c7af5b03a
    Source dataset
    uspto-grants-2000_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US06046208

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes