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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 570532Generated: October 29, 2026

Ethyl Acetate → 1-(2,3-Difluorobenzyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidine-3-carbonitrile

https://huagongshe.com/reaction/570532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1-(2,3-Difluorobenzyl)-3-iodo-6-methyl-1H-pyrazolo[3,4-d]pyrimidineHCID 86692098—
ReactantHCID 178418546HCID 178418546—
SolventDimethyl SulfoxideHCID 679—
Product1-(2,3-Difluorobenzyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidine-3-carbonitrileHCID 86692099—

Reaction Conditions

Temperature150 °C

Reaction Steps

1.360 g (3.35 mmol) of 1-(2,3-difluorobenzyl)-3-iodo-6-methyl-1H-pyrazolo[3,4-d]pyrimidine and 330 mg (3.68 mmol) of copper(I) cyanide were initially charged in 10 ml of absolute DMSO and the mixture was heated at 150° C. for 2 h. After cooling, the mixture was added to 200 ml of ethyl acetate and washed with a mixture of concentrated aqueous ammonia solution and semisaturated aqueous ammonium chloride solution (v/v=1:3). The organic phase was washed with saturated aqueous sodium chloride solution, dried over sodium sulphate and concentrated on a rotary evaporator. 1.040 g (purity 92%, 100% of theory) of the target compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09023849B2
Source datasetuspto-grants-2015_05
ORD IDord-5e113ec8b2094e2bbc0bc12a7b5ba732
Source noteuspto-grants-2015_05