Tetrafluoroboric acid → HCID 178481919, Verbindung

1-Methyl-1H-pyrazolo[3,4-d]pyrimidin-4-ol (5.50 g, 36.6 mmol) was combined with N-iodosuccinimide (97%, 12.7 g, 54.8 mmol) and tetrafluoroboric acid (50% solution in water, 23.0 mL, 183 mmol) in acetonitrile (50 mL) and the reaction mixture was heated to reflux for 5 hours. After cooling to room temperature, the reaction mixture was poured portion-wise into water (50 mL) containing sodium bicarbonate (18.6 g, 220 mmol). When gas evolution had ceased, the mixture was filtered, and the dark solid was washed successively with saturated aqueous sodium thiosulfate solution (25 mL) and water (2×25 mL). The resulting solid was dried under vacuum overnight at 50° C. to afford the product as a cream-colored solid. Yield: 9.35 g, 33.9 mmol, 93%. LCMS m/z 277.0 (M+1). 1H NMR (500 MHz, DMSO-d6) δ 3.87 (s, 3H), 8.07 (s, 1H), 12.08 (v br s, 1H).

1. temperaturethe reaction mixture was heated
2. temperatureto reflux for 5 hours
3. filtrationthe mixture was filtered
4. washthe dark solid was washed successively with saturated aqueous sodium thiosulfate solution (25 mL) and water (2×25 mL)
5. customThe resulting solid was dried under vacuum overnight at 50° C.

ORD-Eintrag

ord-66b0366bb8ec4ba5989d196a35c4a5eb

Quelldatensatz

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08829010B2