Trifluoroacetic acid → Benzyl ethyl(piperidin-4-yl)carbamate trifluoroacetate

HRID 1193414Notes

Reaction equation

HRID 1193414 reaction equation
[C:1]([OH:7])([C:3]([F:6])([F:5])[F:4])=[O:2].[CH2:8]([O:15][C:16]([N:18]([CH2:32][CH3:33])[CH:19]1[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]1)=[O:17])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>C(Cl)Cl>[F:4][C:3]([F:6])([F:5])[C:1]([OH:7])=[O:2].[CH2:32]([N:18]([CH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)[C:16](=[O:17])[O:15][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH3:33]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 18677722Tert-butyl 4-(((benzyloxy)carbonyl)(ethyl)amino)piperidine-1-carboxylate

Product 1

HCID 66799319Benzyl ethyl(piperidin-4-yl)carbamate trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (2.5 ml) was added at 0° C. to a solution of tert-butyl 4-((benzyloxycarbonyl)(ethyl)-amino)piperidine-1-carboxylate (1.5 g, 414 mmol, 1.0 eq) in DCM (10 ml) and the mixture was stirred for 2 hours at RT. After monitoring by TLC, the reaction mixture was concentrated under reduced pressure and dried. The crude product was used in the next stage without being purified further.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. customdried
  3. customwithout being purified further

Sources & evidence

ORD record
ord-64797714bca04b9494c3d5d12c02f32f
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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