HCID 57753905, compound → tert-Butyl 4-(methylamino)piperidine-1-carboxylate

HRID 506856Notes

Reaction equation

HRID 506856 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14](C(OCC2C=CC=CC=2)=O)[CH3:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([NH:14][CH3:15])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 57753905HCID 57753905, compound

Product 1

HCID 15380702tert-Butyl 4-(methylamino)piperidine-1-carboxylateYield 102,657.602%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-(benzyloxycarbonyl-methyl-amino)-piperidine-1-carboxylic acid tert-butyl ester (5 g, 0.014 mmol) in MeOH (30 ml) was added under an inert atmosphere 10% Pd/C (500 mg). H2 was bubbled through the resulting suspension for 2 hrs. The reaction mixture was then stirred under 1 atm. of H2 for 2 hrs. Pd/C was filtered off and the solvent was removed under reduced pressure to give the expected 4-methylamino-piperidine-1-carboxylic acid tert-butyl ester (3.08 g, quant.).

Workup

  1. customH2 was bubbled through the resulting suspension for 2 hrs
  2. filtrationPd/C was filtered off
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ff31afb7dd504b81a18e00f2ba89e741
Source dataset
uspto-grants-2010_08
Patent number
US07786121B2

Reaction notes

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