1-Methylisonicotinamide → N-methylpiperidine-4-carboxamide

HRID 638266Notes

Reaction equation

HRID 638266 reaction equation
[CH3:1][NH:2][C:3](=[O:10])[C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1>[Pt]=O.C(O)C>[CH3:1][NH:2][C:3](=[O:10])[CH:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1

Participants

4

Reactant 1

HCID 967071-Methylisonicotinamide

Product 1

HCID 2760460N-methylpiperidine-4-carboxamideYield 98.1%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A mixture of 20 g (0.147 mol) of N-methylisonicotinamide, 100 ml of ethanol, and 1.2 g of platinum oxide was hydrogenated in a Parr shaker at 60° and 60 psi for 8 hr. The catalyst was filtered off, and the filtrate was concentrated in vacuo. The residue was crystallized from ether to give 20.5 g of crude product, mp 115°-121°.

Workup

  1. customwas hydrogenated in a Parr shaker at 60°
  2. filtrationThe catalyst was filtered off
  3. concentrationthe filtrate was concentrated in vacuo
  4. customThe residue was crystallized from ether

Sources & evidence

ORD record
ord-7609ca3b91264308ad7fcd434dc646b5
Source dataset
uspto-grants-1985_12
Patent number
US04560692

Reaction notes

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