C([N:8]1[CH:12]=[C:11]([CH:13]([OH:15])[CH3:14])[N:10]=[C:9]1[CH3:16])C1C=CC=CC=1.[H][H]>[Pd].CO>[OH:15][CH:13]([C:11]1[N:10]=[C:9]([CH3:16])[NH:8][CH:12]=1)[CH3:14]A Parr shaker was charged with 10.0 g (46.23 mmole) of 1-benzyl-4-(1-hydroxyethyl)-2-methylimidazole, 60 ml of methanol and 2.0 g of 5% palladium-on-carbon (50% water). Hydrogen gas was introduced to 30 psi (2.04 atmospheres), the mixture heated to 50° C. and shaken for 16 hours. It was cooled to 30° C., filtered through diatomaceous earth and the filter cake washed with 10 ml of methanol. Evaporation of the combined filtrate and wash under reduced pressure gave 6.44 g (97% yield) of the title product as an oil.
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