Benzyl Alcohol → HCID 178477827, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4,6-dichloro-3H-imidazo[4,5-c]pyridine (2.00 g, 10.6 mmol) in BnOH (23 mL) was added powdered NaOH (1.28 g, 31.9 mmol) and the reaction was heated to 150° C. overnight. The benzyl alcohol was removed by vacuum distillation, and the residue was suspended in water (15 mL) and AcOH (3 mL) was added to bring the pH to ˜7. The aqueous layer was extracted with CH2Cl2 (3×50 mL). The combined organics were dried (MgSO4), filtered and concentrated. The residue was purified by flash chromatography (1:1 hex EtOAc-->EtOAc/10% MeOH) to afford 4-(benzyloxy)-6-chloro-3H-imidazo[4,5-c]pyridine 2.24.

Provenance & Evidence