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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192437Generated: October 30, 2026

Hydrochloric Acid → 4-(1-Piperazinyl)-1H-pyrazolo[3,4-d]pyrimidine dihydrochloride

https://huagongshe.com/reaction/1192437

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-Butyl 4-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperazine-1-carboxylateHCID 11472214—
SolventDiethyl EtherHCID 3283—
Solvent1,4-DioxaneHCID 31275—
Product4-(1-Piperazinyl)-1H-pyrazolo[3,4-d]pyrimidine dihydrochlorideHCID 6753983999%

Reaction Steps

The 4-(1H-pyrazolo[3,4-d]pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (600 mg, 1.97 mmol) was dissolved in 4 mL of 1,4-dioxane and treated with 10 mL of 4M HCl in 1,4-dioxane at room temperature. The solution was allowed to stir for two hours to afford a light-yellow suspension of product. The solvent was diluted with diethyl ether, stirred for ten minutes, and filtered. The pad of product was washed with diethyl ether and allowed to dry under a stream of nitrogen to give the 4-piperazin-1-yl-1H-pyrazolo[3,4-d]pyrimidine bis-hydrochloride salt as a light-yellow solid (539 mg, 99%). 1H NMR (D6O, 400 MHz) δ 8.59 (s, 1H), 8.42 (s, 1H), 4.29 (appt, J=5.6 Hz, 4H), 3.42 (appt, J=5.6 Hz, 4H). LCMS (APCI+) m/z 205 [M+H]+; Rt=0.34 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680114B2
Source datasetuspto-grants-2014_03
ORD IDord-4580b13dd05f4905a1b42d7cfb9c84c9
Source noteuspto-grants-2014_03