Acetic Acid → t-butyl 4-(3-(7-methylimidazo[1,2-a]pyridin-2-yl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)piperazine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a mixture of t-butyl 4-(5-formyl-6-hydroxypyridin-2-yl)piperazine-1-carboxylate (120 mg, 0.4 mmol) and ethyl 2-(7-methylimidazo[1,2-a]pyridin-2-yl)acetate (96 mg, 0.44 mmol) in EtOH (0.2 mL) were added piperidine (0.3 mL) and acetic acid (0.1 mL). The reaction mixture was heated to 120° C. for 15 hours, and cooled to room temperature. To the mixture was added water (6 mL) to give a precipitate. The precipitate was filtered and washed with water and then ether. After drying under nitrogen, 112 mg (60%) of t-butyl 4-(3-(7-methylimidazo[1,2-a]pyridin-2-yl)-2-oxo-2H-pyrano[2,3-b]pyridin-7-yl)piperazine-1-carboxylate was obtained as a yellow solid. MS m/z 462.4 [M+H]+.

Provenance & Evidence