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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233843Generated: October 31, 2026

2,6-Dichloro-N-methoxy-N-methylisonicotinamide → 1-(2,6-Dichloropyridin-4-YL)ethanone

https://huagongshe.com/reaction/2233843

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-Dichloro-N-methoxy-N-methylisonicotinamideHCID 21948218—
ReactantHCID 178418348HCID 178418348—
SolventDiethyl EtherHCID 3283—
Product1-(2,6-Dichloropyridin-4-YL)ethanoneHCID 22119446—

Reaction Conditions

Temperature-78 °C

Reaction Steps

2,6-Dichloro-N-methoxy-N-methylisonicotinamide (Intermediate 47, 780 mg, 3.3 mmol) in anhydrous diethylether (13 ml) was cooled to −78° C. Methyllithium (1.6 M solution in diethyl ether (5.2 ml, 8.3 mmol) was added dropwise. The mixture was stirred at −78° C. for 1 h and quenched with ammonium chloride solution, followed by warming to room temperature. The reaction mixture was diluted with water (20 ml) and extracted with diethyl ether (2×30 ml), dried over sodium sulphate and concentrated in vacuo to give the title compound (575 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709503B2
Source datasetuspto-grants-2010_05
ORD IDord-6a4c20284b47467fb1d3ba448ad8f26e
Source noteuspto-grants-2010_05