Tetrahydrofuran → {5-[5-(3-Fluoro-4-isobutylphenyl)-1,2,4-oxadiazol-3-yl]pyridin-2-yl}methanol

Participants

Reaction Steps

The crude product of the title compound was synthesized by conducting the reaction similar to that mentioned in Example 12 (12a) using 3-fluoro-4-isobutylbenzoic acid (0.12 g, 0.63 mmol) that was obtained in Example 23 (23e), 1-hydroxybenzotriazole (89 mg, 0.66 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.13 g, 0.66 mmol), 6-({[t-butyl(dimethyl)silyl]oxy}methyl)-N′-hydroxypyridine-3-carboximidamide (0.17 g, 0.60 mmol) that was obtained in Example 23 (23c), and 1.0 M solution of tetrabutylammoniumfluoride in tetrahydrofuran (1.2 mL, 1.2 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 (2:3 to 1:1) as the eluent to afford the title compound (0.16 g) in a yield of 80% as a white crystalline solid.

Provenance & Evidence