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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1981360Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1981360

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktOxiniacic AcidHCID 16976—
EduktIsobutyl chloroformateHCID 62365—
Edukt3-{3-[(3-Methylpiperidin-1-yl)methyl]phenoxy}propan-1-amineHCID 14026188—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-[3-[3-(3-methylpiperidinomethyl)phenoxy]propyl]-3-pyridinecarboxamide 1-oxideHCID 6917813—

Reaktionsschritte

To a solution of 0.03 mol of nicotinic acid 1-oxide in 40 ml of methylene chloride containing 10 ml of triethylamine, is added, at the temperature of from 0° to 5° C. and within about 10 minutes, 0.03 mol of isobutyl chloroformate dissolved in 15 ml of methylene chloride, then the mixture is stirred 30 minutes at the same temperature. To the same mixture and at the same temperature there is added 0.03 mol of 3-[3-(3-methylpiperidinomethyl)phenoxy]propylamine dissolved in 15 ml of methylene chloride, then, after a 2 hours stirring at room temperature, the reaction mixture is washed with 10 ml of water. The organic phase is filtered, dried over anhydrous sodium sulfate and evaporated to dryness under reduced pressure. The residue is purified by chromatography on silica as described in Example 7 to yield the N-[3-[3-(3-methylpiperidinomethyl)phenoxy]propyl]-3-pyridinecarboxamide 1-oxide, identical to the product of Example 8.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04514408
Quelldatensatzuspto-grants-1985_04
ORD IDord-e107d24521254d3c8a70e851500540a7
Quellennotizuspto-grants-1985_04