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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 58706Erstellt: 25. Oktober 2026

Methyl N-(triethylammoniosulfonyl)carbamate → N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4-phenyl-4,5-dihydrooxazole-2-carboxamide

https://huagongshe.com/reaction/58706

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
EduktN1-(2-(5-chloro-1H-indol-3-yl)ethyl)-N2-(2-hydroxy-1-phenylethyl)oxalamideHCID 66831872—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN-(2-(5-chloro-1H-indol-3-yl)ethyl)-4-phenyl-4,5-dihydrooxazole-2-carboxamideHCID 668317674%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A sealed tube containing (N1-(2-(5-chloro-1H-indol-3-yl)ethyl)-N2-(2-hydroxy-1-phenylethyl)oxalamide (0.211 g, 0.546 mmol) and Burgess reagent [(methoxycarbonylsulfamoyl)triethylammonium hydroxide inner salt (0.161 g; 0.656 mmol)] in dry THF (6 mL) was stirred at 80° C. for 20 hours. The solution was evaporated and the resulting residue was purified by flash chromatography on silica gel (eluent 7 to 60% ethyl acetate in dichloromethane) to give 0.007 g (4%) of N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4-phenyl-4,5-dihydrooxazole-2-carboxamide as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434722B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-36d98eeb0b0946b5ac9dcea06148c9e1
Quellennotizuspto-grants-2016_09