2-(Bromomethyl)-1,3-difluorobenzene → HCID 22482478, compound

Participants

Reaction Steps

2-(2,6-Difluorophenyl)4-acetoxymethylbenzimidazole (Example 101) (3.55 g, 11.74 mmol) and 2,6-difluorobenzylbromide (3.40 g, 16.4 mmol, 140 M%) were reacted. The crude product was purified using flash chromatography eluting with 2% methanol/CH2Cl2 and recrystallization from diethylether, yielding white crystals of 1-(2,6-difluorobenzyl)-2-(2,6-difluorophenyl)-4-acetoxymethylbenzimidazole (5.94 g, 13.9 mmol, 76% yield). M.p. 126-127° C. 1HNMR (300 MHz, CD2Cl2): δ7.54 (m, 1H, H4′), 7.48 (m, 1H, H6), 7.33-7.27 (m, 2H, H5,7), 7.25 (m, 1H, H″), 7.08 (m, 2H, H3′,5′), 6.82 (m, 2H, H3″,5″), 5.54 (s, 2H, CH2PhF2), 5.36 )s, 2H, CH2O), 2.08 (s, 3H, OAc).

Provenance & Evidence