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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1983555Erstellt: 26. Oktober 2026

Ethyl Acetate → {1-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-1H-pyrrolo[2,3-b]pyridin-5-yloxy}-acetic acid

https://huagongshe.com/reaction/1983555

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl AcetateHCID 8857—
EduktCesium carbonateHCID 10796—
Edukttert-Butyl bromoacetateHCID 79177—
Edukt1-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-1H-pyrrolo[2,3-b]pyridin-5-olHCID 57713027—
LösungsmittelDimethylformamideHCID 6228—
Produkt{1-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-1H-pyrrolo[2,3-b]pyridin-5-yloxy}-acetic acidHCID 1151148668,3%

Reaktionsschritte

200 mg 1-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-1H-pyrrolo[2,3-b]pyridin-5-ol were dissolved in 20 ml dimethylformamide and 300 mg cesium carbonate and 180 mg tert.-butylbromoacetate were added. The reaction mixture was stirred at room temperature for one hour then 100 ml ethyl acetate were added and the mixture was washed five times with portions of 20 ml of water The organic layer was dried over MgSO4 and the solvent removed under reduced pressure. The residue was dissolved in 10 ml dichloromethane and 4 ml trifluoroacetic acid were added. The reaction mixture was stirred at room temperature for three hours then 100 ml toluene were added and the solvents removed under reduced pressure. The residue was purified by RP-HPLC to provide 155 mg {1-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethyl]-1H-pyrrolo[2,3-b]pyridin-5-yloxy}-acetic acid as lyophilisate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07541464B2
Quelldatensatzuspto-grants-2009_06
ORD IDord-ae39ed152f5745f8b19d8d7ebf5eb0e0
Quellennotizuspto-grants-2009_06