1-(1-benzylpyrrolidin-3-yl)-8-{[4-(ethoxymethyl)piperidin-1-yl]carbonyl}-7-methyl-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one hydrochloride → HCID 137195808, compound

Participants

Reaction Steps

To a mixture of 224 mg of 1-(1-benzylpyrrolidin-3-yl)-8-{[4-(ethoxymethyl)piperidin-1-yl]carbonyl}-7-methyl-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one hydrochloride and 9 mL of methanol was added 23 mg of a 10% palladium hydroxide/carbon powder, followed by stirring at room temperature for 20 hours under a hydrogen atmosphere of 3 atm. The insoluble material was removed by filtration, and the solvent was evaporated under reduced pressure. The residue was purified by reverse phase column chromatography (acetonitrile/water=0/100-35/65). The obtained compound was dissolved in 4 mL of methanol, and 1 mL of a 4 M hydrogen chloride-ethyl acetate solution was added thereto, followed by stirring for 1 hour. Then, the solvent was evaporated under reduced pressure and the solid was collected by filtration, washed with diethyl ether, and then dried under reduced pressure to obtain 180 mg of 8-{[4-(ethoxymethyl)piperidin-1-yl]carbonyl}-7-methyl-1-pyrrolidin-3-yl)-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one hydrochloride as a white solid.

Provenance & Evidence