Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498017Generated: October 29, 2026

Methanol → HCID 22320369, compound

https://huagongshe.com/reaction/498017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium MethoxideHCID 10942334—
Reactant4-Chloro-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinolineHCID 22320109—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22320369HCID 2232036950%

Reaction Steps

4-Chloro-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinoline (1.00 g, 3.39 mmol) and 28% sodium methoxide in methanol (9.69 g, 50.2 mmol) were added to a mixture of methanol (30 mL) and tetrahydrofuran (30 mL), and the solution was heated under reflux for 2.5 hours. After the solution was cooled to room temperature, the solvents were evaporated under reduced pressure. The residue was poured into water, and the organic matter was extracted with ethyl acetate. The extract was washed with saturated brine 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 (hexane:ethyl acetate=1:1 to ethyl acetate) to give the title compound (0.73 g, 50% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949648B2
Source datasetuspto-grants-2005_09
ORD IDord-fa5d81f328d24904943e50b76c9291f7
Source noteuspto-grants-2005_09