Methanol → N,N-dimethylpiperidine-4-carboxamide

HRID 557963Notes

Reaction equation

HRID 557963 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]([CH:5]1[CH2:10][CH2:9][N:8](C(OCC2C=CC=CC=2)=O)[CH2:7][CH2:6]1)=[O:4].CO.[H][H]>[Pd]>[CH3:1][N:2]([CH3:21])[C:3]([CH:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1)=[O:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 66662769Benzyl 4-(dimethylcarbamoyl)piperidine-1-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 411689N,N-dimethylpiperidine-4-carboxamide

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Palladium (10.0 mg, 9.40E-6 mol) was added to a solution of benzyl 4-[(dimethylamino)carbonyl]piperidine-1-carboxylate (190.0 mg, 0.0006544 mol) in methanol (5.0 mL, 0.12 mol) under nitrogen. The mixture was hydrogenised with a balloon filled with hydrogen for 3 h. The mixture was filtered and the filtrate was concentrated to give the desired product.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-25f1235cacf3473988e6e903b2893b9c
Source dataset
uspto-grants-2011_11
Patent number
US08058288B2

Reaction notes

Loading…