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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383668Generated: October 31, 2026

Ethyl Acetate → 5-(3-((1H-imidazol-1-yl)methyl)phenylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde

https://huagongshe.com/reaction/383668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant3-(1H-Imidazol-1-ylmethyl)anilineHCID 6481821—
Reactant5-Chloropyrazolo(1,5-a)pyrimidine-3-carbaldehydeHCID 58196401—
Solvent1,4-DioxaneHCID 31275—
Product5-(3-((1H-imidazol-1-yl)methyl)phenylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehydeHCID 58196500—

Reaction Conditions

Temperature120 °C

Reaction Steps

To 5-chloropyrazolo[1,5-a]pyrimidine-3-carbaldehyde (40 mg, 0.221 mmol) in dioxane was added 3-((1H-imidazol-1-yl)methyl)aniline (115 mg, 0.663 mmol). The mixture was heated in microwave for 120 minutes at 120° C. EtOAc was added to the mixture, and washed with water. The organic layer was then dried over Na2SO4 and solvent was removed under reduced pressure to yield 5-(3-((1H-imidazol-1-yl)methyl)phenylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde. The resulting solid was used in the next step without further purification. LCMS (M+1=319)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367681B2
Source datasetuspto-grants-2013_02
ORD IDord-d329445c380147c9bc08e7c3e00c0d96
Source noteuspto-grants-2013_02