Sodium Iodide → HCID 86710087, compound

Participants

Reaction Steps

Sodium iodide (121 mg, 0.805 mmol) was suspended in a dichloromethane-acetonitrile (1:1) mixed solvent (0.8 mL). Under ice-cooled condition, dichlorodimethylsilane (52.0 mg, 0.403 mmol) was added, and the mixture was stirred for 20 minutes. The reaction mixture was stirred at room temperature for 30 minutes after adding a dichloromethane solution (0.4 mL) of butyl 3-{(4,4-difluorocyclohexyl) (hydroxy)methyl}-5-methyl-2-(1-methylcyclopropyl)imidazo[1,2-a]pyridine-7-carboxylate (35.0 mg, 0.0810 mmol) obtained in step 3. Then, a saturated sodium hydrogen carbonate aqueous solution and a saturated sodium thiosulfate aqueous solution were 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→65/35) to give butyl 3-(4,4-difluorocyclohexylmethyl)-5-methyl-2-(1-methylcyclopropyl)imidazo[1,2-a]pyridine-7-carboxylate (24.6 mg, yield 73%).

Provenance & Evidence