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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 30233Erstellt: 23. Oktober 2026

Triethylamine → 5-{1-[4-(4-Trifluoromethoxy-benzyloxy)-phenyl]-ethylcarbamoyl}-thiophene-2-carboxylic acid methyl ester

https://huagongshe.com/de/reaction/30233

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt5-(Methoxycarbonyl)thiophene-2-carboxylic acidHCID 818352—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Edukt1-Hydroxybenzotriazole hydrateHCID 2796029—
Edukt1-[4-(4-Trifluoromethoxy-benzyloxy)-phenyl]-ethylamineHCID 58629028—
LösungsmittelDichloromethaneHCID 6344—
Produkt5-{1-[4-(4-Trifluoromethoxy-benzyloxy)-phenyl]-ethylcarbamoyl}-thiophene-2-carboxylic acid methyl esterHCID 6913511860,4%

Reaktionsschritte

To a solution of 160.0 mg (0.859 mmol) thiophene-2,5-dicarboxylic acid monomethyl ester in 25 ml dichloromethane were added 253.0 mg (1.293 mmol) N′-(3-dimethylaminopropyl)-N-ethylcarbodiimide hydrochloride, 175 mg (1.295 mmol) 1-hydroxybenzotriazole hydrate and 130.7 g (1.291 mmol) triethylamine. After 30 min at room temperature 268.0 mg (0.861 mmol) 1-[4-(4-trifluoromethoxy-benzyloxy)-phenyl]-ethylamine were added. The reaction mixture was stirred for 6.5 h. The solvent was evaporated, to the residue was added ethyl acetate and the organic phase was extracted with saturated aqueous NaHCO3 solution and with water. The organic phase was dried over MgSO4 and the solvent was evaporated. The residue was triturated with diisopropyl to provide 249 mg (0.519 mmol) 5-{1-[4-(4-trifluoromethoxy-benzyloxy)-phenyl]-ethylcarbamoyl}-thiophene-2-carboxylic acid methyl ester.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07423060B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-63ef497a63904ac69e93e587cc306d69
Quellennotizuspto-grants-2008_09