Tetrahydrofuran → 5-Amino-1,3-dimethyl-1,2-dihydropyridin-2-one

HRID 469839Notes

Reaction equation

HRID 469839 reaction equation
[CH3:1][N:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[C:4]([CH3:11])[C:3]1=[O:12].C1COCC1>CO.[Pd]>[NH2:8][C:6]1[CH:5]=[C:4]([CH3:11])[C:3](=[O:12])[N:2]([CH3:1])[CH:7]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 46575261,3-dimethyl-5-nitropyridin-2(1H)-one

Product 1

HCID 674566165-Amino-1,3-dimethyl-1,2-dihydropyridin-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1.0 g (5.77 mmol) 1,3-dimethyl-5-nitro-1H-pyridin-2-one in 40 ml MeOH:THF=1:1 is hydrogenated in the presence of 0.18 g 10% Pd/C (Engelhard 4505). The reaction mixture is filtered (2 glass fiber filters used) and the filtrate is concentrated in vacuo to afford the crude title compound as an oil.

Workup

  1. filtrationThe reaction mixture is filtered (2 glass fiber filters used)
  2. concentrationthe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-cbf51a400c634a57b2cfd516b58e65b4
Source dataset
uspto-grants-2014_01
Patent number
US08629168B2

Reaction notes

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