HCID 13770241, compound → N-(2,6-Dimethylphenyl)-2-piperidinecarboxamide

HRID 1369301Notes

Reaction equation

HRID 1369301 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]([CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][N:13]1C(OCC1C=CC=CC=1)=O)=[O:11]>CO.[Pd]>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10]([CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][NH:13]1)=[O:11]

Participants

4

Reactant 1

HCID 13770241HCID 13770241, compound

Product 1

HCID 115282N-(2,6-Dimethylphenyl)-2-piperidinecarboxamideYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Under nitrogen atmosphere in a Parr bottle, 8.2 mmoles of [Cbz-piperidine-2-carboxylic acid (2,6-dimethyl-phenyl)-amide] was dissolved in MeOH (100 mL). 10% Pd/C (0.5 g) was added, and the bottle was agitated under a hydrogen atmosphere (20 psi) for 30 minutes. The catalyst was filtered off using Millipore filter paper (washing with MeOH). The filtrate was concentrated to a thick syrup, yielding 1.75 grams (92% yield) of [piperidine-2-carboxylic acid (2,6-dimethyl-phenyl)-amide] as an off-white solid. The product was characterized by NMR (DMSO).

Workup

  1. filtrationThe catalyst was filtered off
  2. filtrationfilter
  3. washpaper (washing with MeOH)
  4. concentrationThe filtrate was concentrated to a thick syrup

Sources & evidence

ORD record
ord-c2c387120f714046b89c95921a78d27c
Source dataset
uspto-grants-2003_06
Patent number
US06576791B1

Reaction notes

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