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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2100663Generated: November 1, 2026

Dimethylformamide → 5-Bromopyridine-2-carbonitrile

https://huagongshe.com/reaction/2100663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2,5-DibromopyridineHCID 69353—
CatalystHCID 178418397HCID 178418397—
CatalystHCID 178514111HCID 178514111—
Product5-Bromopyridine-2-carbonitrileHCID 817154—

Reaction Conditions

Temperature135 °C

Reaction Steps

2,5-Dibromopyridine (10 mmol), Pd(Ph3P)4 (0.3 mmol) and zinc cyanate (10 mmol) are mixed in DMF (12 mL) and purged with N2. The mixture is heated in a microwave reactor at 135° C. for 15 minutes, poured into saturated NH4Cl solution, and extracted with EtOAc. The combined extracts are washed with saturated aqueous NaCl and dried over Na2SO4. After concentration, the residue is purified by silica gel chromatography (9:1 hexanes/EtOAc) to give 5-bromo-pyridine-2-carbonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07572811B2
Source datasetuspto-grants-2009_08
ORD IDord-d36829d94c8f46b289b84e3c282c961c
Source noteuspto-grants-2009_08