tert-Butyl (1-benzylpiperidin-4-yl)methylcarbamate → 4-N-Boc-4-N-Methyl-aminopiperidine

HRID 1193389Notes

Reaction equation

HRID 1193389 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH3:22])[C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:10][CH2:9]1)C1C=CC=CC=1>CO>[CH3:22][N:14]([CH:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[C:15](=[O:21])[O:16][C:17]([CH3:20])([CH3:18])[CH3:19]

Participants

3

Reactant 1

HCID 18476608tert-Butyl (1-benzylpiperidin-4-yl)methylcarbamate

Product 1

HCID 27568064-N-Boc-4-N-Methyl-aminopiperidineYield 85%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl 1-benzylpiperidin-4-yl(methyl)carbamate (1.0 g, 3.289 mmol, 1.0 eq.) was dissolved in MeOH (15 ml) and degassed with argon. Pd/C (300 mg) was then added and hydrogenation was carried out for 4 hours. After monitoring by TLC, the reaction mixture was filtered over Celite and the filtrate was concentrated under reduced pressure. The crude product was used in the next stage without being purified further. Yield: 85% (600 mg, 2.803 mmol)

Workup

  1. customdegassed with argon
  2. additionPd/C (300 mg) was then added
  3. filtrationthe reaction mixture was filtered over Celite
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customwithout being purified further

Sources & evidence

ORD record
ord-7367616cf3984297a5c4518a2954ef88
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

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