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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497966Generated: October 27, 2026

Hydrochloric Acid → 3-Methyl-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-one

https://huagongshe.com/reaction/497966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthanolHCID 702—
Reactant4-Chloro-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinolineHCID 22320109—
Product3-Methyl-1-(2-pyridinyl)-1,9-dihydro-4H-pyrazolo[3,4-b]quinolin-4-oneHCID 13584804479%

Reaction Steps

To a solution of 4-chloro-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinoline (34.9 g, 0.12 mol) in ethanol (500 mL) was added 6N hydrochloric acid (50 mL, 0.30 mol), and the mixture was heated and under reflux for 2 hours. The solution was cooled to room temperature, and the reaction solvent was concentrated and evaporated under reduced pressure. The residue was made basic by the addition of an aqueous sodium hydroxide solution, and organic matter was extracted with chloroform. The extract was washed with saturated brine and water, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (chloroform:methanol=95:5) to give the title compound (25.8 g, 79% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949648B2
Source datasetuspto-grants-2005_09
ORD IDord-a7f2740822c44b8d807ef76c6060e8ad
Source noteuspto-grants-2005_09