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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 77039Erstellt: 23. Oktober 2026

Isopropanol → (R)-1-(2-(2-methylthiazol-4-yl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromide

https://huagongshe.com/de/reaction/77039

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktIsopropanolHCID 3776—
Edukt2-Bromo-1-(2-methylthiazol-4-yl)ethanoneHCID 12871169—
Edukt(R)-((R)-quinuclidin-3-yl) 2-phenyl-2-(phenylamino)acetateHCID 46840261—
LösungsmittelAcetonitrileHCID 6342—
Produkt(R)-1-(2-(2-methylthiazol-4-yl)-2-oxoethyl)-3-((R)-2-phenyl-2-(phenylamino)acetoxy)-1-azoniabicyclo[2.2.2]octane bromideHCID 8664322635,4%

Reaktionsschritte

(R)-Phenyl-phenylamino-acetic acid (R)-(1-aza-bicyclo[2.2.2]oct-3-yl)ester (Diastereoisomer 1 of C2) (75.0 mg, 0.22 mmol) and 2-bromo-1-(2-methylthiazol-4-yl)ethanone (I228) (49.1 mg, 0.22 mmol) in acetonitrile (5 mL) is heated at 100° C. for 75 minutes under microwave irradiation (UPLC-MS monitoring: complete conversion). The solvent is removed and the resulting brown solid is tritured with iPr2O/Et2O (1/1) and then with iPrOH to obtain the title compound as a grey powder (43.3 mg, 35% yield, bromide salt, single diastereoisomers).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835682B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-6d2ea4ca003e43ada78c8affd660dfcc
Quellennotizuspto-grants-2014_09