2-(Bromomethyl)-1,3-difluorobenzene → HCID 492672, compound

Participants

Reaction Steps

2-(2,6-Difluorophenyl)-4-methoxylbenzimidazole (5005) (1.25 g, 4.80 mmol) was reacted with 2,6-difluoro-a-bromo-toluene (1.30 g, 6.28 mmol, 130 M %). The crude product was purified by flash chromatography eluting with 2% MeOH/CH2Cl2 and recrystallization from diethylether/hexane (3:1), yielding white crystals of 1-(2,6-difluorobenzyl)-2-(2,6-difluorophenyl)-4-methoxylbenzimidazole (5006) (1.68 g, 4.35 mmol, 91% yield). M.p. 154-155° C. 1H-NMR (200 MHz, CD2Cl2): δ 7.52 (m, 1H, H4′), 7.25 (m, 1H, H4″), 7.19 (dd, J=7.8, 1.0 Hz, 1H, H5), 7.13-7.00 (m, 3H, H3′,5′,6), 6.81 (m, 2H, H3″5″), 6.72 (dd, J=7.8, 1.0 Hz, H7), 5.33 (s, 2H, CH2PhF2), 4.00 (s, 3H, OCH3).

Provenance & Evidence