Water → 2-Bromo-6-(bromomethyl)pyrazine

Temperatur

55 °C

To a solution of 2-bromo-6-methyl-pyrazine (3.0 g, 17.31 mmol) in CCl4 (25 mL) was added NBS (4.60 g, 26.01 mmol) and AIBN (0.248 g, 1.734 mmol) at RT. The mixture was stirred at 55° C. for 48 h. H2O was added followed by extraction with EtOAc (3×100 mL). The combined organics were washed with brine, dried (Na2SO4) and concentrated in vacuo. The residue was purified over silica eluting with 5% EtOAc:Hexane to obtain i (1.40 g, 32%). 1H NMR (CDCl3, 400 MHz): δ 8.64 (s, 1H), 8.62 (s, 1H) and 4.50 (s, 2H).

1. extractionfollowed by extraction with EtOAc (3×100 mL)
2. washThe combined organics were washed with brine
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated in vacuo
5. customThe residue was purified over silica eluting with 5% EtOAc
6. customHexane to obtain i (1.40 g, 32%)

ORD-Eintrag

ord-a1741c78ce114e5ebf9e8852515d2690

Quelldatensatz

uspto-grants-2014_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08906902B2