1-[6-(Hydroxymethyl)pyridin-2-yl]ethanone oxime → [6-(1-Aminoethyl)pyridin-2-yl]methanol

HRID 1747060Notes

Reaction equation

HRID 1747060 reaction equation
[OH:1][CH2:2][C:3]1[N:8]=[C:7]([C:9](=[N:11]O)[CH3:10])[CH:6]=[CH:5][CH:4]=1>CO.[C].[Pd]>[NH2:11][CH:9]([C:7]1[N:8]=[C:3]([CH2:2][OH:1])[CH:4]=[CH:5][CH:6]=1)[CH3:10]

Participants

4

Reactant 1

HCID 1363463671-[6-(Hydroxymethyl)pyridin-2-yl]ethanone oxime

Product 1

HCID 55295264[6-(1-Aminoethyl)pyridin-2-yl]methanolYield 91%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1.8 g of 1-[6-(hydroxymethyl)pyridin-2-yl]ethanone oxime in 36 ml of methanol was added 500 mg of 10% palladium-carbon (50% wet) under an argon atmosphere, followed by stirring for 7 hours under a hydrogen atmosphere. After filtration through Celite, the filtrate was evaporated under reduced pressure to obtain 1.5 g of [6-(1-aminoethyl)pyridin-2-yl]methanol.

Workup

  1. filtrationAfter filtration through Celite
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-5c156f9ab0f84e2594e54fef7527e75f
Source dataset
uspto-grants-2015_10
Patent number
US09150541B2

Reaction notes

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