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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1582962Erstellt: 26. Oktober 2026

Pivaloyl chloride → Ethyl 1-[4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]piperidin-4-carboxylate

https://huagongshe.com/reaction/1582962

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPivaloyl chlorideHCID 62493—
EduktSodium MethoxideHCID 10942334—
Edukt3-(3-Chlorobenzoyl)-2-ethylamino-6-methylpyridineHCID 11054902—
EduktEthyl 1-(benzyloxycarbonylmethyl)isonipecotateHCID 22716663—
KatalysatorHCID 178418390HCID 178418390—
LösungsmittelEthanolHCID 702—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktEthyl 1-[4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]piperidin-4-carboxylateHCID 22716665—

Reaktionsschritte

Ethyl 1-(benzyloxycarbonylmethyl)isonipecotate was subjected to catalytic reduction under a hydrogen atmosphere of 1 atm in ethanol in the presence of 10% palladium-carbon. The resulting compound was treated with sodium methoxide in ethanol and then reacted with pivaloyl chloride in THF. The resulting compound was reacted with 3-(3-chlorobenzoyl)-2-ethylamino-6-methylpyridine under heating, and further treated with sodium methoxide in ethanol. Thereafter, the reaction mixture was worked up and purified in a usual manner to obtain ethyl 1-[4-(3-chlorophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]piperidin-4-carboxylate as a yellow oily substance. MS: 454.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06740662B1
Quelldatensatzuspto-grants-2004_05
ORD IDord-ec34bd55d9814f0c9662c607106c0a73
Quellennotizuspto-grants-2004_05