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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036929Generated: November 1, 2026

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

https://huagongshe.com/reaction/2036929

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 numberUS08575177B2
Source datasetuspto-grants-2013_11
ORD IDord-7fc34ce7c2984d26aff3b70ebfb5d726
Source noteuspto-grants-2013_11