Carbon tetrabromide → Methyl 1-({5-[5-(4-isobutyl-3-methylphenyl)-1,2,4-oxadiazol-3-yl]-6-methylpyridin-2-yl}methyl)azetidine-3-carboxylate

Participants

Reaction Steps

The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 23 (23g) using {5-[5-(4-isobutyl-3-methylphenyl)-1,2,4-oxadiazol-3-yl]-6-methylpyridin-2-yl}methanol (0.14 g, 0.43 mmol) that was obtained in Example 27 (27e), carbon tetrabromide (0.29 g, 0.86 mmol), triphenylphosphine (0.23 g, 0.86 mmol), methyl 3-azetidinecarboxylate hydrochloride (98 mg, 0.65 mmol), and N,N-diisopropylethylamine (0.22 ml, 1.3 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (2:1 to 3:1) as the eluent to afford the title compound (0.12 g) in a yield of 66% as a colourless oily product.

Provenance & Evidence