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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 375880Generated: October 29, 2026

Dimethyl Sulfoxide → 1-ethyl-6-acetamido-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine

https://huagongshe.com/reaction/375880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantCyclohexanemethylamineHCID 76688—
Reactant1-ethyl-4-chloro-6-acetamido-1H-pyrazolo[3,4-b]quinolineHCID 21217689—
SolventWaterHCID 962—
Product1-ethyl-6-acetamido-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amineHCID 2121770878.2%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 1-ethyl-4-chloro-6-acetamido-1H-pyrazolo[3,4-b]quinoline (0.2 g, 0.7 mmol), cyclohexanemethylamine (0.5 ml, 3.5 mmol) and DMSO (3 ml) was heated at 110° C. for 6 hours. The reaction mixture was poured into water (50 ml), extracted with CH2Cl2 (4×25 ml) and the organic layers were combined and evaporated. The residue was slurried in ether and a yellow solid was collected by filtration and recrystallized from ethanol/ethyl acetate to afford 200 mg of 1-ethyl-6-acetamido-N-(cyclohexylmethyl)-1H-pyrazolo[3,4-b]quinolin-4-amine, m.p. 277°-278° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05488055
Source datasetuspto-grants-1996_01
ORD IDord-3facf5c02f58461fb5b55fc48b8b9854
Source noteuspto-grants-1996_01