Water → HCID 10999569, compound

Participants

Reaction Steps

1-(4-Ethoxycarbonylbenzyl)-2-methylimidazo[4,5-c]pyridine (2.0 g) was suspended in tetrahydrofuran (50 ml) under N2 and lithium aluminium hydride (0.16 g) was added portionwise over 5 minutes. The mixture was stirred at room temperature for 1 hour and then water was added cautiously, followed by saturated ammonium chloride solution. The mixture was extracted with ethyl acetate (3×50 ml) and the combined extracts were dried over Na2SO4, filtered and evaporated under vacuum. The residue was chromatographed on silica eluting with a mixture of methylene chloride and methanol and the fractions containing the product were evaporated to yield the title compound, (0.64 g).

Provenance & Evidence