Azobisisobutyronitrile → 5-Bromo-2-(bromomethyl)pyrimidine

Temperatur

60 °C

A mixture of 5-bromo-2-methylpyrimidine (119) (1.34 g, 7.75 mmol), N-bromosuccinimide (1.40 g, 7.87 mmol) and AIBN (0.13 g, 0.79 mmol) in CCl4 (15 mL) was stirred at 60° C. for 3 h. The resulting mixture was filtered, the filter cake was washed with Et2O (100 mL), and the combined filtrates were concentrated under reduced pressure. Column chromatography of the residue, eluting with 2:1 EtOAc:hexanes, gave 5-bromo-2-(bromomethyl)pyrimidine (120) (0.214 g, 11%) as a white solid: mp 55-57° C.; 1H NMR (CDCl3) δ 8.79 (s, 2H), 4.57 (s, 2H). Anal. (C5H4Br2N2) C, H, N.

1. filtrationThe resulting mixture was filtered
2. washthe filter cake was washed with Et2O (100 mL)
3. concentrationthe combined filtrates were concentrated under reduced pressure
4. washColumn chromatography of the residue, eluting with 2:1 EtOAc

ORD-Eintrag

ord-b178772538d1467d96e8c190228d2701

Quelldatensatz

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09198913B2