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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15531Erstellt: 24. Oktober 2026

Ethyl bromoacetate → {5-[Ethoxycarbonylmethyl-(4-fluoro-benzenesulfonyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl ester

https://huagongshe.com/de/reaction/15531

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl bromoacetateHCID 7748—
EduktPotassium CarbonateHCID 11430—
Edukt[5-(4-Fluoro-benzenesulfonylamino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl esterHCID 67201670—
LösungsmittelDimethylformamideHCID 6228—
Produkt{5-[Ethoxycarbonylmethyl-(4-fluoro-benzenesulfonyl)-amino]-2-propyl-benzoimidazol-1-yl}-acetic acid tert-butyl esterHCID 67201391—

Reaktionsschritte

The product from example 1, step d.) (50 mg, 0.111 mmol) was dissolved in DMF (1 mL), treated with K2CO3 (23 mg, 0.167 mmol), bromo-acetic acid ethyl ester (25 uL, 0.133 mmol), and stirred at ambient temperature overnight. The reaction was heated to 50° C. for 2 hours, then more K2CO3 (23 mg, 0.167 mmol) and bromo-acetic acid ethyl ester (25 uL, 0.133 mmol) were added and the reaction was heated to 80° C. for three hours. The reaction mixture was cooled to room temperature and partitioned between ethyl acetate and water. The organic layer was washed several times with water and concentrated under reduced pressure to give the sub-title compound that was used in crude form without purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732618B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-692e03e384d5438e812d91b10a28160e
Quellennotizuspto-grants-2010_06