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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 339668Generated: October 25, 2026

Nitrogen → 8-Bromo-2-vinylquinoline

https://huagongshe.com/reaction/339668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantTriethylamineHCID 8471—
Reactant2,8-DibromoquinolineHCID 45925951—
ReactantVinylborateHCID 86654342—
CatalystHCID 178418807HCID 178418807—
SolventTetrahydrofuran 2-propanolHCID 22597222—
SolventWater ethylacetateHCID 22728543—
Product8-Bromo-2-vinylquinolineHCID 67234780—

Reaction Conditions

Temperature55 °C

Reaction Steps

To 2,8-dibromoquinoline (1.836 g, 6.398 mmol) in THF/IPA (20 mL/10 mL) was added vinylborate (0.9428 g, 7.038 mmol) and triethylamine (0.7769 g, 7.678 mmol). The reaction mixture was purged with N2, and PdCl2(dppf) dichloromethane adduct (0.3685 g, 0.4479 mmol) was added. The reaction was stirred at 55° C. for 12 hours, then cooled to ambient temperature. The reaction mixture was diluted with EtOAc/H2O, and the organic layer was separated and concentrated to provide the crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895550B2
Source datasetuspto-grants-2014_11
ORD IDord-038c80a14fc94d0f85367248780f1fd4
Source noteuspto-grants-2014_11