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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036956Generated: November 4, 2026

Ethanolamine → 5-[[5-(3-chloroanilino)-7-(2-hydroxyethylamino)pyrazolo[1,5-a]pyrimidin-3-yl]methylidene]imidazolidine-2,4-dione

https://huagongshe.com/reaction/2036956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolamineHCID 700—
ReactantWaterHCID 962—
ReactantHCID 178518519HCID 178518519—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product5-[[5-(3-chloroanilino)-7-(2-hydroxyethylamino)pyrazolo[1,5-a]pyrimidin-3-yl]methylidene]imidazolidine-2,4-dioneHCID 178518516—

Reaction Conditions

Temperature120 °C

Reaction Steps

To 5-((7-(benzylsulfinyl)-5-(3-chlorophenylamino) pyrazolo[1,5-a]pyrimidin-3-yl) methylene) imidazolidine-2,4-dione (15 mg, 0.0304 mmol) in NMP was added 2-aminoethanol (14.6 μL, 0.242 mmol). The mixture was heated in the microwave at 120° C. for 20 minutes. Water was added to the reaction mixture and the precipitate was collected by filtration. The precipitate was washed with methanol to yield 5-((5-(3-chlorophenylamino)-7-(2-hydroxyethylamino) pyrazolo[1,5-a]pyrimidin-3-yl)methylene) imidazolidine-2,4-dione LCMS (M+1=414). Similar products (shown below) were also obtained as precipitates by addition of water while other reactions were purified by prep HPLC to yield corresponding products.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575177B2
Source datasetuspto-grants-2013_11
ORD IDord-5a0efcf6fdf241f48163c7bdd80eb61d
Source noteuspto-grants-2013_11