Trifluoroacetic acid → Methyl 3-[ethyl(piperidin-4-yl)amino]-2-methyl-5-(trifluoromethyl)benzoate TFA salt

HRID 2208665Notes

Reaction equation

HRID 2208665 reaction equation
[CH2:1]([N:3]([C:17]1[CH:22]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:20]=[C:19]([C:27]([O:29][CH3:30])=[O:28])[C:18]=1[CH3:31])[CH:4]1[CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH2:5]1)[CH3:2].[C:32]([OH:38])([C:34]([F:37])([F:36])[F:35])=[O:33]>C(Cl)Cl>[OH:38][C:32]([C:34]([F:37])([F:36])[F:35])=[O:33].[CH2:1]([N:3]([CH:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)[C:17]1[C:18]([CH3:31])=[C:19]([CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:22]=1)[C:27]([O:29][CH3:30])=[O:28])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86719531tert-Butyl-4-{ethyl[3-(methoxycarbonyl)-2-methyl-5-(trifluoromethyl)phenyl]amino}piperidine-1-carboxylate

Product 1

HCID 131735971Methyl 3-[ethyl(piperidin-4-yl)amino]-2-methyl-5-(trifluoromethyl)benzoate TFA salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of tert-butyl 4-{ethyl[3-(methoxycarbonyl)-2-methyl-5-(trifluoromethyl)phenyl]amino}piperidine-1-carboxylate (4.50 g, 10.1 mmol) in CH2Cl2 (50 mL) was added TFA (5 mL). The reaction mixture was stirred at rt for 18 hours. Then reaction mixture was concentrated in vacuo to give the titled compound as a crude product (7.70 g).

Workup

  1. customThen reaction mixture
  2. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-eeacfd416ee54ed3bedd83d3728eba4a
Source dataset
uspto-grants-2016_06
Patent number
US09376422B2

Reaction notes

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