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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712707Generated: October 29, 2026

Water → 4-(1-Benzyloxy-ethyl)-5-bromo-nicotinonitrile

https://huagongshe.com/reaction/712707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(1-Benzyloxy-ethyl)-3,5-dibromo-pyridineHCID 117667440—
ReactantHCID 178418260HCID 178418260—
SolventDimethylformamideHCID 6228—
Product4-(1-Benzyloxy-ethyl)-5-bromo-nicotinonitrileHCID 11766742464.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 4-(1-benzyloxy-ethyl)-3,5-dibromo-pyridine (400 mg, 1.1 mmol) in DMF (5 mL) is added copper cyanide (116 mg, 1.3 mmol). The mixture is heated and stirred at 150° C. for 3 h, then stirred at room temperature for 16 h. H2O is added and the mixture is extracted with EtOAc. The organic layers are combined and concentrated to give the crude product. Purification by flash column chromatography provides 225 mg of 4-(1-benzyloxy-ethyl)-5-bromo-nicotinonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181272B2
Source datasetuspto-grants-2015_11
ORD IDord-90839c81f4a34d9db5c80f4d148c479b
Source noteuspto-grants-2015_11