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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 498009Generated: October 31, 2026

Methanol → HCID 22320174, compound

https://huagongshe.com/reaction/498009

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethylamineHCID 6329—
Reactant4-Chloro-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinolineHCID 22320109—
ProductHCID 22320174HCID 22320174—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 4-chloro-3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinoline (0.8 g, 2.71 mmol) in 40% methylamine in methanol (21 mL, 0.27 mol) was heated under reflux at 100° C. for 4 hours in a sealed stainless tube. The solution was allowed to cool to room temperature, and concentrated under reduced pressure. The residue thus obtained was purified by silica gel column chromatography (chloroform:methanol=98:2) to give an oil of N-methyl-N-[3-methyl-1-(2-pyridinyl)-1H-pyrazolo[3,4-b]quinolin-4-yl]amine. To a solution of the oil in ethanol (10 mL), was added a saturated hydrochloric acid/ethanol solution (10 mL), and the solvent was evaporated under reduced pressure. The residue thus obtained was recrystallized from methanol/ethyl acetate to give the title compound (0.63 g, 64% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949648B2
Source datasetuspto-grants-2005_09
ORD IDord-133a653014e2411a9c4f15b83ddf41f5
Source noteuspto-grants-2005_09