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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57528Erstellt: 24. Oktober 2026

Methanol → 6-(Dimethylamino)pyridine-3-boronic acid

https://huagongshe.com/de/reaction/57528

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanolHCID 887—
EduktTriisopropyl borateHCID 21531—
Edukt5-bromo-N,N-dimethylpyridin-2-amineHCID 3803041—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt6-(Dimethylamino)pyridine-3-boronic acidHCID 2763271—

Reaktionsbedingungen

Temperatur-72 °C

Reaktionsschritte

A solution of 5-bromo-N,N-dimethylpyridin-2-amine (500 mg, 2.5 mmol) in THF (10 mL) was treated with n-BuLi (1.2 mL, 3 mmol) at −72° C. for 2 hours. Triisopropyl borate (705 mg, 3.75 mmol) was then added dropwise. After the completion of the addition, the mixture was stirred at −72° C. for an additional 1 hour and slowly warmed up and stirred at the ambient temperature overnight. MeOH was carefully added, and the volatiles were removed under reduced pressure to give the title compound. MS (m/z): 167 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434726B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-1d1e0032d13f4159b2fc306ea574db4d
Quellennotizuspto-grants-2016_09