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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920838Generated: November 1, 2026

Hydrazine → 2-(6-(1H-pyrazolo[3,4-b]pyridin-4-yl)pyridin-2-yl)-2-methylpropanenitrile

https://huagongshe.com/reaction/1920838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
Reactant2-(2'-Chloro-3'-formyl-2,4'-bipyridin-6-yl)-2-methylpropanenitrileHCID 57969757—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
SolventHydrazine hydrate (1:1)HCID 24654—
Product2-(6-(1H-pyrazolo[3,4-b]pyridin-4-yl)pyridin-2-yl)-2-methylpropanenitrileHCID 4261118922%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 2-(2′-chloro-3′-formyl-2,4′-bipyridin-6-yl)-2-methylpropanenitrile (71 mg, 0.25 mmol) and 1M solution of hydrazine in tetrahydrofuran (3 ml) was heated under microwave irradiation at 140° C. for 20 minutes. The mixture was cooled down to room temperature, diluted with ethanol (1 ml) and hydrazine hydrate (1 ml) was added. The reaction mixture was heated under microwave irradiation at 160° C. for 30 minutes. The mixture was cooled down to room temperature, partitioned between ethyl acetate and water. The organic phase was dried over magnesium sulfate, filtered and evaporated to dryness. The residue was purified on silica gel by flash column chromatography to afford the title compound as a white solid (14.6 mg, 22% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173635B2
Source datasetuspto-grants-2012_05
ORD IDord-d0e93199cbc242a397579d639851aac8
Source noteuspto-grants-2012_05