Trifluoroacetic acid → 4-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidinium trifluoroacetate

HRID 2233873Notes

Reaction equation

HRID 2233873 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:11][CH:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]1)=[O:10].[C:25]([OH:31])([C:27]([F:30])([F:29])[F:28])=[O:26]>C(Cl)Cl>[F:28][C:27]([F:30])([F:29])[C:25]([O-:31])=[O:26].[Cl:1][C:2]1[C:6]([Cl:7])=[C:5]([CH3:8])[NH:4][C:3]=1[C:9]([NH:11][CH:12]1[CH2:17][CH2:16][NH2+:15][CH2:14][CH2:13]1)=[O:10]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68579743tert-Butyl 4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidine-1-carboxylate2×

Product 1

HCID 685798674-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidinium trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidine-1-carboxylate (Intermediate 2, 2.9 g, 7.7 mmol) in 15 ml DCM was added 15 ml TFA. The solution was stirred at room temperature for 30 minutes before evaporating off solvent under reduced pressure. Solid dark product was obtained in quantitative yield.

Workup

  1. custombefore evaporating off solvent under reduced pressure
  2. customSolid dark product was obtained in quantitative yield

Sources & evidence

ORD record
ord-4377ea5d6a4646fb8b2474749306cad6
Source dataset
uspto-grants-2010_05
Patent number
US07709503B2

Reaction notes

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