Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036992Generated: October 30, 2026

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

https://huagongshe.com/reaction/2036992

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 POCl3, and then the mixture was neutralized with 1 M NaOH. Dichloromethane 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-ae0fba0bc51148449f52cd1f39934a97
Source noteuspto-grants-2013_11