Reaktion #1555462

Reaktionsgleichung

Butyl 5-methyl-2-(1-methylcyclopropyl)imidazo[1,2-a]pyridine-7-carboxylate

N-iodosuccinimide

sodium hydrogen carbonate

→

butyl 3-iodo-5-methyl-2-(1-methylcyclopropyl)imidazo[1,2-a]pyridine-7-carboxylate

Ausbeute 66.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationthe mixture was filtered through a Presep (registered trademark; diatomaceous earth, granular type M, 4.5 g/25 mL)
2. 2
   SonstigeThe solvent was then evaporated under reduced pressure
3. 3
   SonstigeThe residue was purified by silica gel column chromatography (heptane/ethyl acetate=80/20)

Vorschrift

Butyl 5-methyl-2-(1-methylcyclopropyl)imidazo[1,2-a]pyridine-7-carboxylate (370 mg, 1.29 mmol) obtained in step 1 was dissolved in DMF (3.0 mL), and the solution was stirred at room temperature for 3 hours after adding N-iodosuccinimide (320 mg, 1.42 mmol). Then, a saturated sodium hydrogen carbonate aqueous solution was added to the reaction mixture, and the mixture was filtered through a Presep (registered trademark; diatomaceous earth, granular type M, 4.5 g/25 mL). The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (heptane/ethyl acetate=80/20) to give butyl 3-iodo-5-methyl-2-(1-methylcyclopropyl)imidazo[1,2-a]pyridine-7-carboxylate (351 mg, yield 66%).

Quelle