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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253014Generated: October 30, 2026

1,4-Dibromobenzene → HCID 66861405, compound

https://huagongshe.com/reaction/253014

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DibromobenzeneHCID 7804—
Reactant3-AminopyridineHCID 10009—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 66861405HCID 66861405—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 3-aminopyridine (200 mg, 2.1 mmol) and 304 mg (3.2 mmol) of sodium tert-butoxide were added to 502 mg (2.1 mmol) of 1,4-dibromobenzene, 127 mg (0.21 mmol) of 4,5-bis(diphenylphosphino)-9,9-dimethylsantene, and 97 mg (0.11 mmol) of tris(dibenzylideneacetone)dipalladium in toluene (15 ml), and the mixture was stirred at 100° C. for 3 hr. The reaction solution was diluted with 20 ml of ethyl acetate, and the insolubles were filtered through a chromato-disk. The filtrate was concentrated under the reduced pressure, and the residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=2:1) to give 312 mg (yield 50%) of a mixture of the title compound with a debromination product thereof (about 3.5:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07871982B2
Source datasetuspto-grants-2011_01
ORD IDord-5dfa66d116af45bd93c7720afa7070db
Source noteuspto-grants-2011_01