Water → HCID 22320213, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-chloro-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinoline (1.44 g, 4.89 mmol) and sodium azide (0.35 g, 5.37 mmol) in N,N-dimethylformamide (10 mL) was heated and stirred at 100° C. for 30 minutes. The solution was cooled to room temperature and poured into water, and organic matter was extracted with chloroform. The extract was washed with saturated brine and water, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. To a solution of the residue thus obtained in ethanol (70 mL) was added 10% palladium-carbon (2 g, 50% hydrate), and the mixture was stirred at room temperature for 1 hour under an hydrogen atmosphere. The catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by basic silica gel column chromatography (ethyl acetate:methanol=95:5) to give the title compound (760 mg, 57% yield).

Provenance & Evidence