HCID 58765587, compound → HCID 178418884, compound

Participants

Reaction Steps

2-Methyl-4-[2-methyl-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-4-ylethynyl]-pyridine and 2-methyl-4-[2-methyl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-imidazol-4-ylethynyl]-pyridine (2.85 g, 8.7 mmol) were dissolved in 50 mL EtOH saturated with HCl. The reaction mixture was stirred at RT overnight. The solvent was evaporated. The residue was taken up in 50 mL water and adjusted to pH7 by addition of sodium hydroxide. The aqueous phase was extracted three times with ethyl acetate (70 mL each). The combined organic extracts were dried with magnesium sulfate, filtered and evaporated. The crude product was purified by flash chromatography on silica gel (methylene chloride/methanol 100:5→85:15 gradient) and the desired compound was obtained as an off-white foam (1.19 g, 69%), MS: m/e=198.2 (M+H+). Method A2:

Provenance & Evidence