(E)-4-(Hex-3-en-3-yl)-3-methyl-1H-imidazo[4,5-c]pyridin-2(3H)-one → HCID 67272996, compound

HRID 1698534Notes

Reaction equation

HRID 1698534 reaction equation
[CH3:1][CH2:2]/[C:3](/[C:7]1[C:12]2[N:13]([CH3:17])[C:14](=[O:16])[NH:15][C:11]=2[CH:10]=[CH:9][N:8]=1)=[CH:4]\[CH2:5][CH3:6]>C(O)C.[Pd]>[CH3:1][CH2:2][CH:3]([C:7]1[C:12]2[N:13]([CH3:17])[C:14](=[O:16])[NH:15][C:11]=2[CH:10]=[CH:9][N:8]=1)[CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 1

HCID 67272545(E)-4-(Hex-3-en-3-yl)-3-methyl-1H-imidazo[4,5-c]pyridin-2(3H)-one

Product 1

HCID 67272996HCID 67272996, compoundYield 91%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 0.36 g (1.6 mmol) of (E)-4-(hex-3-en-3-yl)-3-methyl-1H-imidazo[4,5-c]pyridin-2(3H)-one in 30 mL of ethanol was added 0.99 g (10 mol % Pd) of palladium on carbon (50% wet, Degussa type). The reaction was kept under a hydrogen atmosphere via a balloon and stirred at room temperature for 6 h. The catalyst was removed via filtration and the filtrate was concentrated in vacuo to give 0.33 g (91%) of the title compound as a grey oil that solidified upon standing.

Workup

  1. customThe catalyst was removed via filtration
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-3f60899759e74c658f38aa2f98b4ba9d
Source dataset
uspto-grants-2012_04
Patent number
US08163935B2

Reaction notes

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