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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036920Generated: November 2, 2026

Dimethylformamide → 5-Chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde

https://huagongshe.com/reaction/2036920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant5-chloro-N-cyclopropylpyrazolo[1,5-a]pyrimidin-7-amineHCID 58196606—
Product5-Chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehydeHCID 58196647—

Reaction Steps

To 5-chloro-N-cyclopropylpyrazolo[1,5-a]pyrimidin-7-amine (156 mg, 0.75 mmol) in DMF was added POCl3 (205 μl, 2.25 mmol). The mixture was stirred at room temperature for 3 hours. Ice was added to quench excess POCl3 then the mixture was neutralized with 1M NaOH. DCM was added and the product was extracted three times. The organic layer was dried over Na2SO4 and concentrated under reduced pressure to yield 5-chloro-7-(cyclopropylamino)pyrazolo[1,5-a]pyrimidine-3-carbaldehyde. Some residual DMF could not be removed. LCMS (M+1=237)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575177B2
Source datasetuspto-grants-2013_11
ORD IDord-1b8036913aed4fefa2ac094b1dfa374f
Source noteuspto-grants-2013_11