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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1597841Generated: October 30, 2026

Water → Pyrazolo[3,4-d]pyrimidin-4-one

https://huagongshe.com/reaction/1597841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodiumHCID 5360545—
ReactantBenzoic acid, 2-(2-propenyloxy)-, ethyl esterHCID 10398065—
Reactant5-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamideHCID 22449352—
SolventEthanolHCID 702—
SolventDiethyl EtherHCID 3283—
ProductPyrazolo[3,4-d]pyrimidin-4-oneHCID 22252149—

Reaction Steps

Sodium spheres (207 mg) was dissolved in ethanol (15 ml) and 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (1 g, 45 mmol) was added, followed by ethyl 2-(2-propenyloxy)benzoate (1.85 g, 9 mmol). The reaction mixture was refluxed overnight, cooled, the ethanol was stripped and water was added. The pH was adjusted to about 7 and a solid was isolated by filtration. The solid was taken up in ether, washed with dilute HCl, dried over MgSO4, filtered and the solvent was removed and the solid residue was recrystallized from ether to afford 0.56 g of 1-cyclopentyl-3-ethyl-6-[2-(CH2 =CH--CH2 O)phenyl]pyrazolo[3,4-d]pyrimidin-4-one, m.p. 119°-120° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05736548
Source datasetuspto-grants-1998_04
ORD IDord-509372b60ff240d788cfd8a0a574b1ee
Source noteuspto-grants-1998_04