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HRID 30100Erstellt: 25. Oktober 2026

2,6-Dichloro-N-methoxy-N-methylpyridine-3-carboxamide → (2,6-Dichloro-pyridin-3-yl)-(2-methoxy-phenyl)-methanone

https://huagongshe.com/reaction/30100

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,6-Dichloro-N-methoxy-N-methylpyridine-3-carboxamideHCID 53403411—
EduktHCID 178506687HCID 178506687—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2,6-Dichloro-pyridin-3-yl)-(2-methoxy-phenyl)-methanoneHCID 59789365—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a solution of 2,6-Dichloro-N-methoxy-N-methyl-nicotinamide (503.3 mg, 2.141 mmol, Example 1) in anhydrous tetrahydrofuran (8 mL) was added a solution of freshly prepared 2-methoxyphenyl lithium (3-5 equiv, from above) and the reaction was stirred at −78° C. for 30-60 mins until the complete consumption of starting material. The resulting mixture was quenched with aqueous ammonium chloride solution, extracted with ethyl acetate, washed with saturated sodium chloride, dried over sodium sulfate and evaporated in vacuo. The residue was purified on silica gel with hexanes/ethyl acetate to give (2,6-Dichloro-pyridin-3-yl)-(2-methoxy-phenyl)-methanone as a light brown waxy solid (314.3 mg, 52% yield). HRMS, observed: 281.0023, Calcd for M+: 281.0010.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07423051B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-2f53521dbb114570a3c6959688798de8
Quellennotizuspto-grants-2008_09