1,2-Dimethoxyethane → HCID 68746268, Verbindung

Temperatur

90 °C

A solution of Example 2A (0.33 g, 0.98 mmol), 4-(tert-butoxycarbonylamino)-3-fluorophenylboronic acid (0.25 g, 0.98 mmol), CsF (0.46 g, 3.0 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.12 g, 0.098 mmol) in a solvent mixture of dimethoxyethane (2 mL) and methanol (1 mL) was heated to 90° C. for 16 h. The reaction was cooled to ambient temperature and diluted with ethyl acetate (5 mL) and H2O (5 mL). The layers were separated, and the organic was washed with 10% aqueous HCl (3×15 mL). 2N NaOH was added to the combined acidic aqueous layers until pH=8. The aqueous layer was extracted with ethyl acetate (3×15 mL). The extracts were then dried with anhydrous Na2SO4, filtered, and concentrated under reduced pressure to give the title product as a solid. MS (ESI) m/z 422 [M+H]+.

1. temperatureThe reaction was cooled to ambient temperature
2. customThe layers were separated
3. washthe organic was washed with 10% aqueous HCl (3×15 mL)
4. addition2N NaOH was added to the combined acidic aqueous layers until pH=8
5. extractionThe aqueous layer was extracted with ethyl acetate (3×15 mL)
6. dry with materialThe extracts were then dried with anhydrous Na2SO4
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-9e3f1bb4cc4146ffb1bb0d8adc146db8

Quelldatensatz

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08242139B2