Trifluoroacetic acid → 4-(t-Butyl-dimethyl-silanyloxymethyl)-piperidin-1-ylamine trifluoroacetate

HRID 240720Notes

Reaction equation

C(OC(=O)[NH:7][N:8]1[CH2:13][CH2:12][CH:11]([C:14]([CH3:22])([CH3:21])[O:15][SiH2:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:10][CH2:9]1)(C)(C)C.[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27]>ClCCl>[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27].[C:17]([SiH2:16][O:15][C:14]([CH3:22])([CH3:21])[CH:11]1[CH2:12][CH2:13][N:8]([NH2:7])[CH2:9][CH2:10]1)([CH3:20])([CH3:18])[CH3:19]

Participants

Conditions

Temperature: 0 °C

Procedure

[4-(t-Butyl-dimethyl-silanyloxymethyl)-piperidin-1-yl]-carbamic acid t-butyl ester (100 mg, 290 μmol) was at 0° C. combined with dichloromethane (3 mL) and trifluoroacetic acid (3 mL) to give a light yellow solution. The reaction mixture was stirred for 2 h at 0° C. and subsequently concentrated in vacuo to give the title compound as yellow oil, which was used without further purification in the next step.

Workup

customwas at 0° C.
customto give a light yellow solution
concentrationsubsequently concentrated in vacuo

Sources & evidence

ORD record: ord-425af123690946158fe1c912e03216ba
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08648099B2

Reaction notes

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