Acetic Acid → HCID 178489372, Verbindung

Temperatur

70 °C

To a solution of 5-bromo-3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazolo[3,4-b]pyridine (260 mg, 0.60 mmol) in THF (3 mL) was added tetrabutylammonium fluoride (6 mL of 1 M in THF solution, 6.00 mmol) and molecular sieves. The solution was heated under reflux (70° C.) for 4 hours without stirring. The solution was cooled to ambient temperature and acidified to pH=5 by adding dropwise a dilute solution of acetic acid in MeOH. The solution was filtered and the filtrate was concentrated via rotary evaporation. The material was extracted into EtOAc and washed 3× H2O. The organic layer was dried over Na2SO4 and concentrated down to afford 5-bromo-3-(2-methoxy-phenyl)-1H-pyrazolo[3,4-b]pyridine as an orange solid (177 mg, 97% yield).

1. temperatureThe solution was heated
2. temperatureThe solution was cooled to ambient temperature
3. filtrationThe solution was filtered
4. concentrationthe filtrate was concentrated via rotary evaporation
5. extractionThe material was extracted into EtOAc
6. washwashed 3× H2O
7. dry with materialThe organic layer was dried over Na2SO4
8. concentrationconcentrated down

ORD-Eintrag

ord-fd570d53722f4c7497af126a80a45b49

Quelldatensatz

uspto-grants-2008_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07452993B2