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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572172Generated: October 31, 2026

2-Chloro-N-methoxy-N-methylnicotinamide → 1-(2-Chloropyridin-3-YL)propan-1-one

https://huagongshe.com/reaction/572172

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Chloro-N-methoxy-N-methylnicotinamideHCID 10236076—
ReactantHCID 178467822HCID 178467822—
SolventHydrochloric AcidHCID 313—
SolventTetrahydrofuranHCID 8028—
Product1-(2-Chloropyridin-3-YL)propan-1-oneHCID 14644971—

Reaction Conditions

Temperature50 °C

Reaction Steps

2-Chloro-N-methoxy-N-methylpyridine-3-carboxamide (1.0 g) was dissolved in THF (30 ml), 3 Methylmagnesium bromide-diethyl ether solution (2.0 ml) was added dropwise at room temperature, and the mixture was stirred at 50° C. for 1 hr. The reaction mixture was diluted with 1 M hydrochloric acid, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water and saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (630 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029388B2
Source datasetuspto-grants-2015_05
ORD IDord-2504eaf62c4044e7af3a87aaee74375b
Source noteuspto-grants-2015_05