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With sodium hydrogencarbonate; In methanol; water; for 2h;Reflux;
To a solution of 5-methoxypyridin-2-amine (15.0 g) in methanol (40 mL) and water (20 mL) was added 2-chloroacetaldehyde (25.0 g) and sodium bicarbonate (10.2 g). The mixture was stirred under reflux for 2 hours, and then concentrated. The residue was partionedbetween EA and aq. NaH CO3 solution. The organic layer was concentrated and purified by column chromatography to afford 6-methoxyimidazo[1 ,2-a]pyridine (15.0 g).