Trifluoroacetic acid → 4-(2-((Tert-butyldimethylsilyl)oxy)ethyl)piperidin-1-amine 2,2,2-trifluoroacetate

HRID 240716Notes

Reaction equation

HRID 240716 reaction equation
C(OC(=O)[NH:7][N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][O:16][Si:17]([C:20]([CH3:23])([CH3:22])[CH3:21])([CH3:19])[CH3:18])[CH2:10][CH2:9]1)(C)(C)C.[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28]>ClCCl>[F:25][C:26]([F:31])([F:30])[C:27]([OH:29])=[O:28].[C:20]([Si:17]([CH3:19])([CH3:18])[O:16][CH2:15][CH2:14][CH:11]1[CH2:12][CH2:13][N:8]([NH2:7])[CH2:9][CH2:10]1)([CH3:22])([CH3:21])[CH3:23]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71294244{4-[2-(t-Butyl-dimethyl-silanyloxy)-ethyl]-piperidin-1-yl}-carbamic acid t-butyl ester

Product 1

HCID 712943124-(2-((Tert-butyldimethylsilyl)oxy)ethyl)piperidin-1-amine 2,2,2-trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

{4-[2-(t-Butyl-dimethyl-silanyloxy)-ethyl]-piperidin-1-yl}-carbamic acid t-butyl ester (168 mg, 468 μmol) was at 0° C. combined with dichloromethane (2 mL) and trifluoroacetic acid (2 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

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

Sources & evidence

ORD record
ord-11ca2491e15a4044899419874d6dfd67
Source dataset
uspto-grants-2014_02
Patent number
US08648099B2

Reaction notes

Loading…