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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1597869Generated: October 30, 2026

Dimethylformamide → 1-Cyclopentyl-3-ethyl-6-[2-(1-imidazolyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-amine

https://huagongshe.com/reaction/1597869

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-(1H-imidazol-1-yl)benzonitrileHCID 190275—
Reactant5-amino-1-cyclopentyl-3-ethyl-1H-pyrazole-4-carboxamideHCID 22449352—
SolventAcetic AcidHCID 176—
Product1-Cyclopentyl-3-ethyl-6-[2-(1-imidazolyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-amineHCID 86752364—

Reaction Steps

To a mixture of 2-(1-imidazolyl)benzonitrile (3.14 g), 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (3.75 g, 16.59 mmol) and DMF (75 ml) was added 60% NaH (0.78 g, 60% dispersion in mineral oil). The reaction mixture was stirred at room temperature overnight, poured into ice/water (600 ml) and treated with acetic acid until a pH of 7 was obtained. The product was collected by filtration, and recrystallized from EtOAc/hexane to afford 2.82 g of 1-cyclopentyl-3-ethyl-6-[2-(1-imidazolyl)phenyl]pyrazolo[3,4-d]pyrimidin-4-amine.1/4 hydrate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05736548
Source datasetuspto-grants-1998_04
ORD IDord-f1c220c4b85c498cb894252fdbcc7204
Source noteuspto-grants-1998_04