Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 589169Erstellt: 25. Oktober 2026

Tetrahydrofuran → 1-(5-Bromopyrimidin-2-yl)ethan-1-one

https://huagongshe.com/reaction/589169

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
Edukt5-Bromopyrimidine-2-carbonitrileHCID 686546—
EduktHCID 178418573HCID 178418573—
Produkt1-(5-Bromopyrimidin-2-yl)ethan-1-oneHCID 5348806426%

Reaktionsschritte

To a stirred solution of 5-bromo-2-cyanopyrimidine (600 mg, 3.26 mmol) in THF (40 mL) at −78° C. was added methylmagnesium bromide (1.4M solution, 7 mL, 9.78 mmol). The reaction mixture was stirred for an additional 20 minutes until LC/MS analysis indicated that the reaction was complete. Quenching with saturated NH4Cl, extraction with EtOAc and drying over MgSO4, afforded the crude residue which was purified by flash column chromatography, gradient elution (0 to 50%) hexane/ethyl acetate, to afford compound Int-2a as a white solid (170 mg, 26% yield). HPLC-MS tR=0.54 min (UV254 nm); mass calculated for formula C6H5BrN2O 199.96, observed LCMS m/z 201.0 (M+H).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09227971B2
Quelldatensatzuspto-grants-2016_01
ORD IDord-f16827ef7c29400dbd59ab2c26225c7d
Quellennotizuspto-grants-2016_01