Trifluoroacetic acid → 4-(n-(n-Benzylcarbamoyl)-n-(prop-1-yl)amino)-piperidine trifluoroacetate

HRID 2185550Notes

Reaction equation

HRID 2185550 reaction equation
[CH2:1]([NH:4][CH:5]1[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)[CH2:2][CH3:3].[CH2:18]([N:25]=[C:26]=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[C:28]([OH:34])([C:30]([F:33])([F:32])[F:31])=[O:29]>C(Cl)Cl>[F:31][C:30]([F:33])([F:32])[C:28]([OH:34])=[O:29].[CH2:18]([NH:25][C:26]([N:4]([CH:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1)[CH2:1][CH2:2][CH3:3])=[O:27])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 76639Benzyl isocyanateHCID 22458258Tert-butyl 4-(propylamino)piperidine-1-carboxylate

Product 1

HCID 224582694-(n-(n-Benzylcarbamoyl)-n-(prop-1-yl)amino)-piperidine trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The title compound was prepared by the reaction of 4-(N-(prop-1-yl)amino)-1-tert-butoxycarbonylpiperidine (from Example 17, Step A) with benzyl isocyanate, followed by treatment of the product with 50% TFA in CH2Cl2 to remove the tert-butoxycarbonyl group, affording the title compound. ESI-MS: 276.1 (M+H).

Workup

  1. customto remove the tert-butoxycarbonyl group

Sources & evidence

ORD record
ord-a0f455891e974a188dfb9db732e55216
Source dataset
uspto-grants-2002_06
Patent number
US06399619B1

Reaction notes

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