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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 39050Erstellt: 24. Oktober 2026

1-Acetoxy-2-bromoethane → 2-[2-(4'-Chloro-4-methoxy-biphenyl-2-yl)-quinolin-6-yl]-3-cyclohexyl-1-methoxycarbonylmethyl-1H-indole-6-carboxylic acid methyl ester

https://huagongshe.com/de/reaction/39050

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Acetoxy-2-bromoethaneHCID 13564—
EduktSodium hydrideHCID 24758—
Edukt2-[2-(4'-Chloro-4-methoxy-biphenyl-2-yl)-quinolin-6-yl]-3-cyclohexyl-1H-indole-6-carboxylic acid methyl esterHCID 58710228—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-[2-(4'-Chloro-4-methoxy-biphenyl-2-yl)-quinolin-6-yl]-3-cyclohexyl-1-methoxycarbonylmethyl-1H-indole-6-carboxylic acid methyl esterHCID 5954904239,3%

Reaktionsschritte

To a mixture of intermediate 15-2 (1.024 g, 1.7 mmol) and bromoethylacetate (388 mg, 1.5 eq) in dry DMF (30 mL) was added NaH (60% dispersion in mineral oil, 122 mg, 1.8 eq) at 0° C. After stirring for 20 min at this temperature, the reaction mixture was warmed up to room temperature. After 24 h, the reaction mixture was poured into 300 mL of ice-cold water. The formed yellow solid was filtered off, washed with petroleum ether and purified by column chromatography (CH2Cl2) to give 450 mg (39%) of 2-[2-(4′-Chloro-4-methoxy-biphenyl-2-yl)-quinolin-6-yl]-3-cyclohexyl-1-methoxycarbonylmethyl-1H-indole-6-carboxylic acid methyl ester 15-3; m/z=674 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524716B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-e3e2d91086f047599e295103f0017a3d
Quellennotizuspto-grants-2013_09