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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383651Generated: October 25, 2026

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

https://huagongshe.com/reaction/383651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant5-Chloropyrazolo(1,5-a)pyrimidineHCID 21071759—
Product5-Chloropyrazolo(1,5-a)pyrimidine-3-carbaldehydeHCID 5819640170%

Reaction Steps

To 5-chloropyrazolo[1,5-a]pyrimidine (200 mg, 1.31 mmol) in 1.5 ml DMF was added POCl3 (358 μL, 3.92 mmol). The reaction was stirred at room temperature overnight. The mixture was cooled to 0° C. in ice bath and the then neutralized with 6M NaOH. The solid formed was isolated by filtration and air dried to give 165 mg of 5-chloropyrazolo[1,5-a]pyrimidine-3-carbaldehyde as yellow solid (70% yield). LCMS (M+1=182)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367681B2
Source datasetuspto-grants-2013_02
ORD IDord-84c99d80bbf84a13ac11fa873c2b5e94
Source noteuspto-grants-2013_02