Trifluoroacetic acid → HCID 68862382, compound

HRID 2110830Notes

Reaction equation

HRID 2110830 reaction equation
[C:1]([N:4]([CH2:13][CH:14]1[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]1)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)(=[O:3])[CH3:2].[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30]>ClCCl>[F:27][C:28]([F:33])([F:32])[C:29]([OH:31])=[O:30].[C:1]([N:4]([CH2:13][CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)[CH2:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68860839HCID 68860839, compound

Product 1

HCID 68862382HCID 68862382, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-(N-acetyl-N-(4-chlorobenzyl)aminomethyl)-1-t-butoxycarbonylpiperidine (280 mg, 0.73 mmol) in dichloromethane (20 mL) stirring at room temperature, was added trifluoroacetic acid (5 mL). After 16 h the solvent was evaporated under vacuum, then toluene was added and evaporated (5 mL twice), followed by diethyl ether (10 mL twice) to obtain 4-(N-acetyl-N-(4-chlorobenzyl)aminomethyl)piperidine trifluoroacetic acid salt (298 mg, quantitative yield) as a tan solid.

Workup

  1. customAfter 16 h the solvent was evaporated under vacuum
  2. additiontoluene was added
  3. customevaporated (5 mL twice),

Sources & evidence

ORD record
ord-7b5547104d8d47c1a9d23413f7abe3ad
Source dataset
uspto-grants-2009_04
Patent number
US07517991B2

Reaction notes

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