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