Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390001Generated: October 29, 2026

Acetic Acid → 3-amino-5,6-dihydro-6-p-tolyl-1H-pyrazolo[3,4-c]pyridin-7(4H)-one

https://huagongshe.com/reaction/390001

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantHydrazinium chlorideHCID 115031—
Reactant2,3-Dioxo-1-p-tolylpiperidine-4-carbonitrileHCID 67997314—
SolventEthanolHCID 702—
Product3-amino-5,6-dihydro-6-p-tolyl-1H-pyrazolo[3,4-c]pyridin-7(4H)-oneHCID 6799699786%

Reaction Conditions

Temperature60 °C

Reaction Steps

2,3-Dioxo-1-p-tolylpiperidine-4-carbonitrile (3.56 g, 15.597 mmol) was added to anhydrous ethanol (52.0 mL) and dissolved by heating to 60° C. After adding hydrazine hydrochloride (1.06 mL, 21.836 mmol) and glacial acetic acid (1.34 mL, 23.396 mmol) room temperature, reaction was carried out for 2 days. After removing ethanol by distillation, the produced solid was filtered and then acetic acid was completely removed by washing with NaHCO3 twice or more times. A target compound (3.25 g, 13.414 mmol, 86.0%) was yielded as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383631B2
Source datasetuspto-grants-2013_02
ORD IDord-cf875ff17b274de9991888eeaacf2388
Source noteuspto-grants-2013_02