Methanol → 3-(Aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one

HRID 1501560Notes

Reaction equation

HRID 1501560 reaction equation
[C:1]([C:3]1[C:4](C)([OH:10])[NH:5][CH:6]=[CH:7][C:8]=1[CH3:9])#[N:2].[CH3:12]O>[Ni].N>[NH2:2][CH2:1][C:3]1[C:4](=[O:10])[NH:5][C:6]([CH3:12])=[CH:7][C:8]=1[CH3:9]

Participants

5

Reactant 2

HCID 887MethanolHCID 70139270HCID 70139270, compound

Product 1

HCID 70638443-(Aminomethyl)-4,6-dimethyl-1,2-dihydropyridin-2-one

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 935NickelSolvent

Procedure

3-Cyano-2,4-dimethyl-2-hydroxypyridine (0.3 g, 2.0 mmol) was dissolved in MeOH (5 mL), to which catalytic amount of Raney Ni and of aqueous NH3 (0.3 mL) were added and the reaction mixture was stirred under hydrogen pressure (bladder pressure) for 3-4 h. After completion of the reaction, catalyst was filtered off and the filtrate was concentrated under reduced pressure. The residue was thoroughly dried to provide the desired product (0.3 g, quantitative yield).

Workup

  1. additionwere added
  2. customAfter completion of the reaction, catalyst
  3. filtrationwas filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. customThe residue was thoroughly dried

Sources & evidence

ORD record
ord-9acbebe6f26148ee82c1ca3be3e488e3
Source dataset
uspto-grants-2015_12
Patent number
US09206157B2

Reaction notes

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