2-Pyridinamine, 5-iodo- → 2-(4'-Hydroxy-3'-methoxyphenyl)-6-iodoimidazo[1,2-a]pyridine

Participants

Reaction Conditions

Reaction Steps

490 mg (corresponding to 2.00 mmol) of 2-bromo-4′-hydroxy-3′-methoxyacetophenone and 440 mg (corresponding to 2.00 mmol) of 2-amino-5-iodopyridine were dissolved in 15 mL of acetonitrile. The resulting solution was heated under reflux in an oil bath at 110° C. for 2 hours. After the completion of the reaction, the reaction solution was cooled down to room temperature, and precipitates were filtered and recovered. The precipitates were washed with acetonitrile and dried under reduced pressure. The resulting crude crystals were suspended in a mixed solution of 3.0 mL of water and 1.0 mL of methanol. Then, about 6.0 mL of a saturated sodium hydrogencarbonate solution was added thereto, and the mixture was sonicated for 5 minutes using an ultrasonic washing machine. Precipitates were filtered and recovered from the resulting mixture, sufficiently washed with water, and dried under reduced pressure, to obtain 231 mg (corresponding to 0.628 mmol) of 2-(4′-hydroxy-3′-methoxyphenyl)-6-iodoimidazo[1,2-a]pyridine (FIG. 1, Step 2).

Provenance & Evidence