Trifluoroacetic acid → 4-(1-(4-Fluoro-benzyl)-1h-benzoimidazole-2-carbonyl)-piperidine trifluoroacetic acid salt

HRID 609776Notes

Reaction equation

HRID 609776 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]([C:16]2[N:20]([CH2:21][C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[C:19]3[CH:29]=[CH:30][CH:31]=[CH:32][C:18]=3[N:17]=2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36]>C(OCC)C>[F:33][C:34]([F:39])([F:38])[C:35]([OH:37])=[O:36].[F:28][C:25]1[CH:24]=[CH:23][C:22]([CH2:21][N:20]2[C:19]3[CH:29]=[CH:30][CH:31]=[CH:32][C:18]=3[N:17]=[C:16]2[C:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[O:15])=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 183333391-(t-butoxycarbonyl)-4-(1-(4-fluoro-benzyl)-1H-benzoimidazole-2-carbonyl)-piperidine

Product 1

HCID 701016654-(1-(4-Fluoro-benzyl)-1h-benzoimidazole-2-carbonyl)-piperidine trifluoroacetic acid salt

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Cool the 1-(t-butoxycarbonyl)-4-(1-(4-fluoro-benzyl)-1H-benzoimidazole-2-carbonyl)-piperidine in an ice bath. Add trifluoroacetic acid and mix. After 15 minutes, add diethyl ether to give a residue. Collect the residue by filtration and dry under vacuum. Recrystallize from ethanol/ether and dry resulting solid under vacuum to give the title compound.

Workup

  1. customto give a residue
  2. customCollect the residue
  3. filtrationby filtration
  4. customdry under vacuum
  5. customRecrystallize from ethanol/ether
  6. customdry
  7. customresulting solid under vacuum

Sources & evidence

ORD record
ord-2f5182fa917a4fd288473f8c3dad2124
Source dataset
uspto-grants-1999_12
Patent number
US05998439

Reaction notes

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