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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 82892Erstellt: 25. Oktober 2026

Acetonitrile → N-(2-(3-benzyl-2-(3-methylazetidin-1-yl)-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-4-sulfonamide

https://huagongshe.com/reaction/82892

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetonitrileHCID 6342—
EduktPotassium CarbonateHCID 11430—
Edukt1-Bromo-3-chloro-2-methylpropaneHCID 95566—
EduktN-(2-(2-amino-3-benzyl-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-4-sulfonamideHCID 56837046—
KatalysatorWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(2-(3-benzyl-2-(3-methylazetidin-1-yl)-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-4-sulfonamideHCID 56837076—

Reaktionsschritte

To N-(2-(2-amino-3-benzyl-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-4-sulfonamide (43 mg, 0.101 mmol; see example 193), 1-bromo-3-chloro-2-methylpropane (0.093 mL, 0.807 mmol) and potassium carbonate(111 mg, 0.807 mmol) in water (1 mL)+1 drop acetonitrile were added. Microwave at 120° C. for 40 min. Evaporated acetonitrile, re-dissolved in dichloromethane and extracted with water and brine, dried over sodium bicarbonate, filtered and evaporated to obtain the crude product as a brown oil, that was purified by flash silica gel chromatography on 4 g SiO2-cartridge using 10% methanol in dichloromethane to afford N-(2-(3-benzyl-2-(3-methylazetidin-1-yl)-2,3-dihydro-1H-inden-5-yloxy)ethyl)-1-methyl-1H-imidazole-4-sulfonamide as a yellow oil. m=4.9 mg (10%)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846743B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-e852f03941b24fd8b2165149a4faf733
Quellennotizuspto-grants-2014_09