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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1981359Erstellt: 27. Oktober 2026

Oxiniacic Acid → N-[3-[3-(3-methylpiperidinomethyl)phenoxy]propyl]-3-pyridinecarboxamide 1-oxide

https://huagongshe.com/reaction/1981359

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktOxiniacic AcidHCID 16976—
Edukt3-{3-[(3-Methylpiperidin-1-yl)methyl]phenoxy}propan-1-amineHCID 14026188—
LösungsmittelAcetonitrileHCID 6342—
ProduktN-[3-[3-(3-methylpiperidinomethyl)phenoxy]propyl]-3-pyridinecarboxamide 1-oxideHCID 6917813—

Reaktionsschritte

To a solution of 0.04 mol of 3-[3-(3-methylpiperidinomethyl)phenoxy]propylamine in 40 ml of acetonitrile, 0.04 mol of the anhydride of the nicotinic acid 1-oxide is added (Synthesis, 1981, 618), then the reaction mixture is stirred for two hours at 50°-60° C. and evaporated to dryness under reduced pressure. The residue is taken up with 20 ml of concentrated sodium hydroxide and extracted 4 times with 30 ml of ethyl acetate. The organic phase is dried over anhydrous sodium sulfate, the solvent is evaporated under reduced pressure and the product thus obtained is purified by chromatography on silica as described in Example 7. Thus, the N-[3-[3-(3-methylpiperidinomethyl)phenoxy]propyl]-3-pyridinecarboxamide 1-oxide, identical to the product of Example 8 is obtained; m.p. 108°-110° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04514408
Quelldatensatzuspto-grants-1985_04
ORD IDord-9ad2d2f49ff44d94882fabc184f81af7
Quellennotizuspto-grants-1985_04