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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169999Generated: October 30, 2026

Dimethylformamide → 6-Aminopicolinonitrile

https://huagongshe.com/reaction/2169999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
Reactant2-Amino-6-bromopyridineHCID 300809—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
Product6-AminopicolinonitrileHCID 564298—

Reaction Conditions

Temperature170 °C

Reaction Steps

340 mg (2.89 mmol, 1 eq) of zinc cyanide are added to 500 mg (2.89 mmol, 1 eq) of 6-bromopyridin-2-ylamine in 10 ml of dimethylformamide in a microwave tube. 170 mg (0.147 mmol, 0.05 eq) of tetrakis(triphenylphosphine)palladium are added. The medium is heated at 170° C. for 1 hour 30 minutes in a microwave oven. 50 ml of ethyl acetate are added to the medium, which is filtered over celite. The filtrate is washed with water and extracted with ethyl acetate. The organic phases are combined and dried over sodium sulphate. The residue is triturated in heptane. 6-Aminopyridine-2-carbonitrile is obtained in the form of an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09050266B2
Source datasetuspto-grants-2015_06
ORD IDord-ca3e6d5242184798b09a0a4dbc81f5ce
Source noteuspto-grants-2015_06