Trifluoroacetic acid methylene chloride → HCID 86639103, compound

HRID 1099198Notes

Reaction equation

HRID 1099198 reaction equation
[CH2:1]([NH:8][C:9]([CH:11]1[CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:15][CH2:14][CH2:13][N:12]1C(OC(C)(C)C)=O)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:30]([OH:36])([C:32]([F:35])([F:34])[F:33])=[O:31].ClCCl>>[F:33][C:32]([F:35])([F:34])[C:30]([O-:36])=[O:31].[CH2:1]([NH:8][C:9]([CH:11]1[CH:16]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:15][CH2:14][CH2:13][NH2+:12]1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 66811489HCID 66811489, compound

Product 1

HCID 86639103HCID 86639103, compoundYield 91%

Procedure

A solution of tert-butyl 2-[(benzylamino)carbonyl]-3-phenylpiperidine-1-carboxylate (1.44 g, 3.65 mmol) in 1:1 TFA/dichloromethane (10 ml) was allowed to stir for 3 h. The reaction was concentrated in vacuo, and the residue was dissolved in acetonitrile/water and lyophilized to yield 2-[(benzylamino)carbonyl]-3-phenylpiperidinium trifluoroacetate (91%).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. dissolutionthe residue was dissolved in acetonitrile/water

Sources & evidence

ORD record
ord-1583fb9a72cb440997756f85941e3782
Source dataset
uspto-grants-2012_03
Patent number
US08143405B2

Reaction notes

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