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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1048063Erstellt: 25. Oktober 2026

Triethylamine → methyl 7-(4-((2-(4-chlorophenyl)cyclopropyl) carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylate

https://huagongshe.com/reaction/1048063

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
Edukt4-(6-Cyano-4-(methoxycarbonyl)-chroman-7-yloxy)benzoic acidHCID 46221108—
Edukt2-(4-Chlorophenyl)cyclopropan-1-amine hydrochlorideHCID 46221110—
Lösungsmittel1,2-DichloroethaneHCID 11—
Produktmethyl 7-(4-((2-(4-chlorophenyl)cyclopropyl) carbamoyl)phenoxy)-6-cyano-3,4-dihydro-2H-chromene-4-carboxylateHCID 4622110986,9%

Reaktionsschritte

A mixture of 4-(6-cyano-4-(methoxycarbonyl)chroman-7-yloxy)benzoic acid (Preparation 2) (0.041 g, 0.116 mmol), 1-(3-(dimethylamino)propyl)-3-ethyl-carbodiimide hydrochloride (0.0245 g, 0.128 mmol), 1-hydroxybenzotriazole monohydrate (0.0195 g, 0.128 mmol), and 1,2-dichloroethane (1 ml) was stirred at room temp for 0.5 hours. A mixture of 2-(4-chlorophenyl)cyclopropanamine hydrochloride (0.0261 g, 0.128 mmol) and triethylamine (0.0809 ml, 0.580 mmol) in 1,2-dichloroethane (1 ml) was added to the activated acid mixture. The mixture was stirred at ambient temperature for 1 hour. The crude mixture was directly purified on silica gel (EtOAc in hexanes gradient) to provide 50.7 mg of the title compound as a thin film (87%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08569522B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-5f4a13732b014c20b385c5dd61b69852
Quellennotizuspto-grants-2013_10