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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2359015Generated: October 31, 2026

4-Methylpyridine → HCID 65583291, compound

https://huagongshe.com/reaction/2359015

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylpyridineHCID 7963—
ReactantEthyl 5-chlorothiophene-2-carboxylateHCID 521808—
ReactantLithium HexamethyldisilazideHCID 2733832—
SolventTetrahydrofuranHCID 8028—
ProductHCID 65583291HCID 6558329137.8%

Reaction Conditions

Temperature5 °C

Reaction Steps

To a solution of 4-methylpyridine (32.3 mmol) and ethyl 5-chlorothiophene-2-carboxylate (35.5 mmol) in anhydrous THF (58 mL) at 0° C., under N2 was added dropwise a solution of lithium bis(trimethylsilyl)amide (1 molar solution in hexanes, 64.5 mmol). The mixture was stirred 3 h at 5° C. The resulting precipitate was filtered and acidified with 6 molar HCl. The precipitate was then filtered and dried to afford 2.9 g (35% yield) of 1-(5-chloro-2-thienyl)-2-(pyridin-4-yl)ethanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08685974B2
Source datasetuspto-grants-2014_04
ORD IDord-9d27d3d7ebbd4a48a4c9151639a07a24
Source noteuspto-grants-2014_04