Ammonia → 3-(aminomethyl)-4-ethyl-6-methylpyridin-2(1H)-one

HRID 1854076Notes

Reaction equation

HRID 1854076 reaction equation
[CH2:1]([C:3]1[C:8]([C:9]#[N:10])=[C:7]([OH:11])[N:6]=[C:5]([CH3:12])[CH:4]=1)[CH3:2].N>CO.[Ni]>[NH2:10][CH2:9][C:8]1[C:7]([OH:11])=[N:6][C:5]([CH3:12])=[CH:4][C:3]=1[CH2:1][CH3:2]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 178436607HCID 178436607, compound

Product 1

HCID 674665833-(aminomethyl)-4-ethyl-6-methylpyridin-2(1H)-oneYield 87.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-ethyl-2-hydroxy-6-methylnicotinonitrile (0.5 g, 3.08 mmol) in methanol (10 mL), Raney Ni and ammonia (1 mL) were added and reaction stirred under hydrogen balloon pressure for 3 h. On completion, reaction mass was filtered through celite bed and filtrate concentrated to obtain the desired product (0.45 g, 87.9%).

Workup

  1. customreaction
  2. customOn completion, reaction mass
  3. filtrationwas filtered through celite bed and filtrate
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e57ebc1d4dbf49db87b8d4a9dd8f2dcb
Source dataset
uspto-grants-2015_02
Patent number
US08962620B2

Reaction notes

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