Trimethyl borate → (6-Methoxy-2,4-dimethylpyridin-3-yl)boronic acid

Temperatur

-78 °C

3-bromo-6-methoxy-2,4-dimethylpyridine (150 mg) was added to THF (3 mL). The solution was cooled to −78° C., and n-butyllithium (1.63 M solution in n-hexane, 0.468 mL) was added, followed by stirring at the same temperature for 30 minutes. Trimethyl borate (0.108 mL) was added to the reaction mixture, and the mixture was stirred at −78° C. for 10 minutes and at room temperature for 50 minutes. A saturated aqueous ammonium chloride solution was added to the reaction mixture, and the reaction mixture was concentrated under reduced pressure. THF was distilled off. The resulting residue was filtered. The solid collected by filtration was washed with water and n-heptane to give the title compound (41 mg).

1. stirringthe mixture was stirred at −78° C. for 10 minutes and at room temperature for 50 minutes
2. concentrationthe reaction mixture was concentrated under reduced pressure
3. distillationTHF was distilled off
4. filtrationThe resulting residue was filtered
5. filtrationThe solid collected by filtration
6. washwas washed with water and n-heptane

ORD-Eintrag

ord-05f898e68bc047cdbc2909f207333051

Quelldatensatz

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08563565B2