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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1024600Generated: October 29, 2026

6-(4-Bromophenyl)-5-(4-chlorophenyl)-1-phenyl-1H,4H,5H-pyrazolo[3,4-D]pyrimidin-4-one → 5-(4-Chloro-phenyl)-6-(4-methylsulfanyl-phenyl)-1-phenyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one

https://huagongshe.com/reaction/1024600

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-(4-Bromophenyl)-5-(4-chlorophenyl)-1-phenyl-1H,4H,5H-pyrazolo[3,4-D]pyrimidin-4-oneHCID 2047202—
ReactantSodium methanethiolateHCID 4378561—
SolventDimethylformamideHCID 6228—
Product5-(4-Chloro-phenyl)-6-(4-methylsulfanyl-phenyl)-1-phenyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-oneHCID 57899391—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 6-(4-bromo-phenyl)-5-(4-chloro-phenyl)-1-phenyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one (2.50 g, 5.23 mmol) in dry N,N-dimethyl-formamide (20 mL), sodium thiomethoxide (0.55 g, 7.84 mmol) is added and the resulting mixture is stirred at 80° C. After 1.5 h, the reaction mixture is concentrated and the crude product obtained is purified by column chromatography (silica gel, 60-120 mesh) to afford 5-(4-chloro-phenyl)-6-(4-methylsulfanyl-phenyl)-1-phenyl-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722691B2
Source datasetuspto-grants-2014_05
ORD IDord-7225c50f8a6a487baae589f14a4f9264
Source noteuspto-grants-2014_05