Acetic Anhydride → N-(1-(5-Bromo-3-fluoropyridin-2-yl)vinyl)acetamide

Compound of Step 3 (1 eq) was dissolved in toluene (10 vol). The batch was cooled to −10° C. and MeMgCl (1.5 eq) was added maintaining the temperature<0° C. The mixture was aged for 1 h and acetic anhydride was added over approximately 30 min maintaining the temperature<0° C. The reaction was aged for 18 h at −10° C. The mixture was quenched with half-saturated NaHCO3 (6 vol) and aged at 20-25° C. for 30 min. The layers were separated and the organic layer was washed with water (5 vol), 10% aqueous Na2SO4 (2×5 vol) and water (2×5 vol). The batch was concentrated under vacuum to give the title compound.

1. temperaturemaintaining the temperature<0° C
2. temperaturemaintaining the temperature<0° C
3. waitThe reaction was aged for 18 h at −10° C
4. customThe mixture was quenched with half-saturated NaHCO3 (6 vol)
5. waitaged at 20-25° C. for 30 min
6. customThe layers were separated
7. washthe organic layer was washed with water (5 vol), 10% aqueous Na2SO4 (2×5 vol) and water (2×5 vol)
8. concentrationThe batch was concentrated under vacuum

ORD-Eintrag

ord-306d18aaeaa04856ae58205d6570c0c3

Quelldatensatz

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07790754B2