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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383699Generated: October 26, 2026

Dimethylformamide → 5-Chloropyrazolo(1,5-a)pyrimidine-3-carbaldehyde

https://huagongshe.com/reaction/383699

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant5-Chloropyrazolo(1,5-a)pyrimidineHCID 21071759—
Product5-Chloropyrazolo(1,5-a)pyrimidine-3-carbaldehydeHCID 5819640182%

Reaction Steps

To 5-chloropyrazolo[1,5-a]pyrimidine (5.0 g, 32.5 mmol) in DMF was added POCl3 (7.5 mL, 81.2 mmol). The mixture was stirred at room temperature overnight. Ice was added to quench POCl3, then the mixture was neutralized with 1M NaOH. The resulting yellow precipitate was filtered and dried to yield 4.85 g (82% yield) of 5-chloropyrazolo[1,5-a]pyrimidine-3-carbaldehyde as yellow solid. LCMS (M+1=182)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367681B2
Source datasetuspto-grants-2013_02
ORD IDord-a6bf1d10032c4681b7f523157488e8b6
Source noteuspto-grants-2013_02