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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624702Generated: October 30, 2026

Cyclopropanecarbonyl chloride → N-(7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/624702

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarbonyl chlorideHCID 77637—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-Amino-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehydeHCID 58313763—
SolventTetrahydrofuranHCID 8028—
ProductN-(7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)cyclopropanecarboxamideHCID 86654652—

Reaction Conditions

Temperature60 °C

Reaction Steps

To 5-amino-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde (step b) (58 mg, 0.266 mmol) in 1.0 mL tetrahydrofuran was added cyclopropane carbonyl chloride (38 ul, 0.419 mmol) and DIPEA (39.0 ul). The reaction mixture was heated at 60° C. for one hour. The reaction was partitioned between ethyl acetate and water, the organic layer was dried under sodium sulfate concentrated on high vac to yield N-(7-(cyclopropylamino)-3-formylpyrazolo[1,5-a]pyrimidin-5-yl)cyclopropanecarboxamide. The crude product was taken to next step without further purification. LCMS (M+1=286)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303033B2
Source datasetuspto-grants-2016_04
ORD IDord-2126012f42354e2ebc0738c1a1a938b9
Source noteuspto-grants-2016_04