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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606837Generated: October 30, 2026

Styrene → HCID 67047630, compound

https://huagongshe.com/reaction/606837

Reaction equation

Participants

RoleNameHCIDCharge
ReactantStyreneHCID 7501—
ReactantTriethylamineHCID 8471—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant5-BromonicotinonitrileHCID 736793—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 67047630HCID 6704763034%

Reaction Conditions

Temperature100 °C

Reaction Steps

Add tris(dibenzylideneacetone)dipalladium (125 mg, 0.136 mmol) and tri-o-tolylphosphine (86 mg, 0.273 mmol) to a solution of triethylamine (0.77 mL, 5.46 mmol), 5-bromonicotinonitrile (500 mg, 2.73 mmol) and styrene (0.48 mL, 4.1 mmol) in anhydrous N,N-dimethylformamide (10 mL) under an inert atmosphere, and stir at 100° C. for 3.5 h. Cool to room temperature, add water and extract three times with diethyl ether. Combine the organic layers, dry (sodium sulfate), filter, and concentrate. Purify the residue by silica gel chromatography, eluting with dichloromethane, to give the title compound as a white solid (190 mg, 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915424B2
Source datasetuspto-grants-2011_03
ORD IDord-8324edd1a6c843be92bdf6e9067462be
Source noteuspto-grants-2011_03