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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618731Generated: November 3, 2026

2-(Tributylstannyl)pyridine → 4-Chloro-3-methyl-2-(pyridin-2-yl)-1,8-naphthyridine

https://huagongshe.com/reaction/1618731

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Tributylstannyl)pyridineHCID 607784—
Reactant2,4-Dichloro-3-methyl-1,8-naphthyridineHCID 22082661—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product4-Chloro-3-methyl-2-(pyridin-2-yl)-1,8-naphthyridineHCID 59631068—

Reaction Steps

Prepared according to procedure E by using 2,4-dichloro-3-methyl-1,8-naphthyridine (540 mg, 2.53 mmol), 2-(1,1,1-tributylstannyl)pyridine (933 μL, 2.53 mmol), Pd(PPh3)4 (293 mg, 0.253 mmol) in toluene (10 mL) at reflux for 14 h. After this time the reaction was allowed to cool to rt and evaporated in vacuo. The resulting residue was triturated with hexanes and the solid was dried under vacuum to give 4-chloro-3-methyl-2-(pyridin-2-yl)-1,8-naphthyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-61fdef812ed3461e8c07e11d1fab6435
Source noteuspto-grants-2014_07