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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874391Generated: October 31, 2026

Potassium Carbonate → 1-((R)-tetrahydrofuran-3-yl)-3-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

https://huagongshe.com/reaction/874391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(S)-tetrahydrofuran-3-yl methanesulfonateHCID 57561588—
ReactantHCID 178508716HCID 178508716—
SolventDimethylformamideHCID 6228—
Product1-((R)-tetrahydrofuran-3-yl)-3-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 58506733—

Reaction Steps

A solution of 3-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (0.5 g, 1.95 mmol), K2CO3 (1.08 g, 7.8 mmol), and (S)-tetrahydrofuran-3-yl methanesulfonate (0.389 g, 2.34 mmol) in DMF (20 mL) was brought to 80° C. under an argon atmosphere. The reaction mixture was left stirring for 3 hours, then cooled and filtered. The filtrate was concentrated in vacuo, but not to dryness. 20 mL of 0.1 sodium citrate was added causing a solid to form, which was collected by filtration to afford 1-((R)-tetrahydrofuran-3-yl)-3-(4-nitrophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. ESI-MS m/z [M+H]+ found 327.6, calculated 327.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980899B2
Source datasetuspto-grants-2015_03
ORD IDord-cb6461387a39433da891c0faf2fa2866
Source noteuspto-grants-2015_03