Aluminium lithium hydride → {2-{4-[(1H-Benzimidazol-1-yl)methyl]phenyl}-5-methyl-1,3-oxazole-4-yl}methanol

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Reaction Steps

A solution of methyl {2-{4-[(1H-benzimidazol-1-yl)methyl]phenyl}-5-methyl-1,3-oxazol-4-yl}carboxylate (0.093 g, 0.27 mmol) in dry THF was treated portionwise with LiAlH4 (0.020 g, 0.5 mmol) at 0° C., stirred for 1 h, quenched with ethyl acetate (0.5 mL) and water (0.2 mL), stirred for 30 min and filtered. The filtrate was concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (silica, CH2Cl2:MeOH 95:5) to give the title compound as a white solid in 52% yield, identified by NMR and mass spectral analyses. LCMS (ESI+) 320 (MH+).

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