Trifluoroacetic acid → tert-butyl N-[(1-cyanopiperidin-4-yl)methyl]carbamate

HRID 967466Notes

Reaction equation

HRID 967466 reaction equation
[C:1]([O:5][C:6](=[O:24])[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]2N=C(C(Cl)(Cl)Cl)O[N:16]=2)[CH2:11][CH2:10]1)([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O>>[C:1]([O:5][C:6](=[O:24])[NH:7][CH2:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]#[N:16])[CH2:11][CH2:10]1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23396323[1-(5-Trichloromethyl-[1,2,4]oxadiazol-3-yl)-piperidin-4-ylmethyl]-carbamic acid tert-butyl ester

Product 1

HCID 23396324tert-butyl N-[(1-cyanopiperidin-4-yl)methyl]carbamate

Procedure

[1-(5-Trichloromethyl-[1,2,4]oxadiazol-3-yl)-piperidin-4-ylmethyl]-carbamic acid tert-butyl ester (500 mg, 1.25 mmol) and 30% aqueous trifluoro-acetic acid (5 ml) were stirred for 24 hours at room temperature. The mixture was evaporated and lyophilised. The product contains excess of trifluoro-acetic acid.

Workup

  1. customThe mixture was evaporated

Sources & evidence

ORD record
ord-f31815ad11234f149cbc0fc5bffea470
Source dataset
uspto-grants-2005_10
Patent number
US06953857B2

Reaction notes

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