Trifluoroacetic acid → HCID 18797003, compound

HRID 1003393Notes

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

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)
  5. concentrationconcentrated
  6. customThe resulting residue was crystallized from EtOAc/hexane

Sources & evidence

ORD record
ord-e710a8a50f034363b1648c7c7af5b03a
Source dataset
uspto-grants-2000_04
Patent number
US06046208

Reaction notes

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