Trifluoroacetic acid → HCID 86663117, compound

HRID 530308Notes

Reaction equation

HRID 530308 reaction equation
[CH3:1][N:2]([CH:16]1[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]1)[C:3]([N:5]1[CH:9]=[C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[N:7]=[CH:6]1)=[O:4].[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32]>>[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32].[F:29][C:30]([F:35])([F:34])[C:31]([OH:33])=[O:32].[CH3:1][N:2]([CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)[C:3]([N:5]1[CH:9]=[C:8]([C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[N:7]=[CH:6]1)=[O:4]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66682599HCID 66682599, compound

Product 1

HCID 86663117HCID 86663117, compoundYield 98.1%

Procedure

To tert-butyl 4-(N-methyl-4-(pyridin-3-yl)-1H-imidazole-1-carboxamido)piperidine-1-carboxylate (500 mg, 1.297 mmol) was added trifluoroacetic acid (4 mL, 51.9 mmol) to give a turbid solution. The mixture was allowed to stir at room temperature for 1 h, whereupon the solvent was removed by evaporation. The oily residue was triturated with ether, and the resulting white solid was filtered off to give a white solid (653.2 mg, 88% yield).

Workup

  1. customto give a turbid solution
  2. customwas removed by evaporation
  3. customThe oily residue was triturated with ether
  4. filtrationthe resulting white solid was filtered off

Sources & evidence

ORD record
ord-9c990fe6c66e489bb91d84296eba9a9d
Source dataset
uspto-grants-2016_05
Patent number
US09353082B2

Reaction notes

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