(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-(3-methyl-3h-benzoimidazol-5-yl)-methanone → (Rac)-1-(6-chloro-imidazo[1,2-b]pyridazin-3-yl)-1-(3-methyl-3h-benzoimidazol-5-yl)-ethanol

Participants

Reaction Steps

(6-Chloro-imidazo[1,2-b]pyridazin-3-yl)-(3-methyl-3H-benzoimidazol-5-yl)-methanone (Stage 185.4, 560 mg, 1.796 mmol) was dissolved in THF (50 mL) with heating under Argon. The solution was let to cool down and methylmagnesium bromide (3 M, 0.719 mL) was added. The mixture was stirred at rt for 1 h. To complete the reaction, more methylmagnesium bromide (3 M, 0.30 mL) was added and the RM was stirred 30 min longer. It was then diluted with EtOAc and washed with a saturated NaHCO3 sol. The aqueous phase was extracted twice with EtOAc. The combined organics were washed with brine, dried over Na2SO4, filtered and evaporated. The residue was dried under vacuum overnight to afford the title compound as an off white foam (tR 1.84 min (conditions 8), MH+=328).

Provenance & Evidence