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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 552144Erstellt: 23. Oktober 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → 6-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamide

https://huagongshe.com/de/reaction/552144

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
EduktDiisopropylethylamineHCID 81531—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
Edukt6-chloropyridazine-3-carboxylic AcidHCID 6415762—
EduktCyclopropaneethanamineHCID 10240761—
LösungsmittelDichloromethaneHCID 6344—
Produkt6-Chloro-N-(2-cyclopropylethyl)pyridazine-3-carboxamideHCID 6556156555,1%

Reaktionsschritte

To a solution of 6-chloropyridazine-3-carboxylic acid (15.8 mmol) in dichloromethane (95 mL) was added diisopropylethylamine (46.7 mmol), 1-hydroxybenzotriazole monohydrate (23.7 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (23.7 mmol) under nitrogen atmosphere at ambient temperature. The resulting mixture was stirred for 15 minutes and 2-cyclopropylethylamine (20.2 mmol) was added. After stirring for 36 hours at ambient temperature, the reaction mixture was diluted with dichloromethane (100 mL), then washed with water and dried over anhydrous Na2SO4. The solvent was removed in vacuo. Purification via column chromatography (30% ethyl acetate in hexanes) afforded the title compound (8.70 mmol). Yield 55%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07951805B2
Quelldatensatzuspto-grants-2011_05
ORD IDord-62c5194e7110425d9987a6e1e8cd4d55
Quellennotizuspto-grants-2011_05