Water → HCID 86710017, compound

Participants

Reaction Steps

3-Cyclohexylmethyl-7-(N,N-diethylcarbamoyl)imidazo[1,2-a]pyridine-2-carboxylic acid (181 mg, 0.506 mmol) obtained in step 1 of Example 2 was dissolved in DMF (1.8 mL), and the solution was stirred at room temperature for 2 hours after adding EDC.HCl (146 mg, 0.760 mmol), HOBt.H2O (116 mg, 0.760 mmol), N,O-dimethylhydroxylamine hydrochloride (74.0 mg, 0.760 mmol), and pyridine (0.0610 mL, 0.760 mmol). Under ice-cooled condition, a saturated sodium hydrogen carbonate aqueous solution was added, and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=100/0→95/5) to give 3-cyclohexylmethyl-7-(N,N-diethylcarbamoyl)-N-methoxy-N-methylimidazo[1,2-a]pyridine-2-carboxamide (200 mg, yield 99%).

Provenance & Evidence