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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383675Generated: October 26, 2026

Thiazolidinedione → 5-((5-(4-Methyl-1,4-diazepan-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)thiazolidine-2,4-dione

https://huagongshe.com/reaction/383675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiazolidinedioneHCID 5437—
ReactantPiperidineHCID 8082—
Reactant5-(4-Methyl-1,4-diazepan-1-yl)pyrazolo[1,5-a]pyrimidine-3-carbaldehydeHCID 58196399—
SolventEthanolHCID 702—
Product5-((5-(4-Methyl-1,4-diazepan-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)thiazolidine-2,4-dioneHCID 75288105—

Reaction Conditions

Temperature70 °C

Reaction Steps

To 5-(4-methyl-1,4-diazepan-1-yl)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (36 mg, 0.138 mmol) in EtOH was added 2,4-thiazolidinedione (16 mg, 0.138 mmol) and piperidine (14 μL, 0.138 mmol). The mixture was heated at 70° C. and purified by HPLC to yield 5-((5-(4-methyl-1,4-diazepan-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)methylene)thiazolidine-2,4-dione. LCMS (M+1=359)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367681B2
Source datasetuspto-grants-2013_02
ORD IDord-9f5289caca384c719fd2ed67facf6133
Source noteuspto-grants-2013_02