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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 219563Erstellt: 24. Oktober 2026

Water → HCID 67969121, Verbindung

https://huagongshe.com/de/reaction/219563

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
EduktEthyl 3-cyclopentyl-3-oxopropanoateHCID 11159709—
Edukt1-Azido-2-fluorobenzeneHCID 11607924—
LösungsmittelDimethylformamideHCID 6228—
ProduktHCID 67969121HCID 67969121—

Reaktionsschritte

DBU (2.99 ml; 20.06 mmol; 1.10 eq.) was dissolved in DMF (25 ml) and put under nitrogen atmosphere. 3-Cyclopentyl-3-oxo-propionic acid ethyl ester (Pharmacore, 3.695 g; 20.06 mmol; 1.10 eq.) was added to the mixture and it was stirred for 15 min. Then a solution of 1-azido-2-fluorobenzene, prepared according to Platz, M. S. et al. J. Org. Chem. 1989, 54, 5938-5945, (2.5 g; 18.23 mmol; 1 eq.) in DMF (5 mL) was added dropwise to the solution at room temperature. The mixture was stirred at 90° C. for 2 hours. Water (50 mL) was added to the cooled reaction mixture and the aqueous layer was extracted with EtOAc (3×50 mL). Combined organics were washed with water and brine, dried over MgSO4 and concentrated under vacuum affording the title compound as a yellow oil. It was used in the next step without further purification. LC/MS (Method B): 304.2 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08202856B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-1265a8aa4ec24b1c82bdda4769ce40cf
Quellennotizuspto-grants-2012_06