Trifluoroacetic acid → Trifluoroacetate

HRID 77509Notes

Reaction equation

HRID 77509 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([CH2:14][C:15](=[O:25])[NH:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[CH2:9]1)(C)(C)C.[C:27]([OH:33])([C:29]([F:32])([F:31])[F:30])=[O:28]>ClCCl>[NH2:7][C@H:8]1[CH2:13][CH2:12][CH2:11][N:10]([CH2:14][C:15]([NH:16][CH2:17][C:18]2[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=2)=[O:25])[CH2:9]1.[F:30][C:29]([F:32])([F:31])[C:27]([O-:33])=[O:28]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86713541(S)-{1-[(4-Chloro-benzylcarbamoyl)-methyl]-piperidin-3-yl}-carbamic acid tert-butyl ester2×

Product 2

HCID 84468TrifluoroacetateHCID 86713540(S)-2-(3-Amino-piperidin-1-yl)-N-(4-chloro-benzyl)-acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 60 mg (S)-{1-[(4-Chloro-benzylcarbamoyl)-methyl]-piperidin-3-yl}-carbamic acid tert-butyl ester (intermediate 7.7A) in 5 ml dichloromethane is treated with 50 μl TFA and stirred overnight at room temperature. The mixture is evaporated to yield the title compound as a trifluoroacetate.

Workup

  1. customThe mixture is evaporated

Sources & evidence

ORD record
ord-afb87b145a4448239ccec02efe33df7c
Source dataset
uspto-grants-2014_09
Patent number
US08841309B2

Reaction notes

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