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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521974Generated: November 3, 2026

Benzylamine → HCID 15565813, compound

https://huagongshe.com/reaction/1521974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant2,6-Dichloro-4-nitropyridineHCID 3841070—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 15565813HCID 15565813—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2,6-dichloro-4-nitropyridine (0.1 g, 0.518 mmol) and benzyl amine (0.062 mL, 0.570 mmol) in 10 mL toluene was added cesium carbonate (0.253 g, 0.777 mmol). The mixture was degassed with nitrogen and 2,2′-bis(diphenylphosphino)-1,1′-binaphthalene (0.016 g, 0.026 mmol) and palladium acetate (5.82 mg, 0.026 mmol) were added. The mixture was heated at 100° C. for 2 hours, filtered through diatomaceous earth and concentrated. The residue was dissolved in ethyl acetate, washed with water and brine, dried over sodium sulfate, filtered, and concentrated. Recrystallization from 1:10 ethyl acetate-hexane afforded the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073922B2
Source datasetuspto-grants-2015_07
ORD IDord-651c70036fbe4cd7ac846c61ab2b17cc
Source noteuspto-grants-2015_07