Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624718Generated: October 31, 2026

Piperidine → 5-[[7-(cyclopropylamino)-5-(2-fluoro-4-pyridinyl)pyrazolo[1,5-a]pyrimidin-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one

https://huagongshe.com/reaction/624718

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantRhodanineHCID 1201546—
Reactant7-(Cyclopropylamino)-5-(2-fluoropyridin-4-yl)pyrazolo[1,5-a]pyrimidine-3-carbaldehydeHCID 58314472—
SolventEthanolHCID 702—
Product5-[[7-(cyclopropylamino)-5-(2-fluoro-4-pyridinyl)pyrazolo[1,5-a]pyrimidin-3-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-oneHCID 17851856736.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 7-(cyclopropylamino)-5-(2-fluoropyridin-4-yl)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde 30 mg, 0.1 mmol) in EtOH (1 mL) was added piperidine (13 μL, 0.1 mmol), and rhodanine (13 mg, 0.1 mmol). The reaction was stirred at 80° C. for 2 hours. The solid formed was isolated by filtration, washed with water then ethanol. The recovered solid was further purified by washing with 20% methanol/dichloromethan to provide 15 mg of 5-((7-(cyclopropylamino)-5-(2-fluoropyridin-4-yl)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)-2-thioxothiazolidin-4-one (35%). LCMS (M+1=413)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303033B2
Source datasetuspto-grants-2016_04
ORD IDord-b7263b497e494c898ee2eae033c47a7b
Source noteuspto-grants-2016_04