HCID 67309612, compound → HCID 67309424, compound

Participants

Reaction Steps

To a suspension of 2-(7-benzyloxy-4-cyanonaphthalene-2-yl)-4-methylthiazole-5-carboxylic acid ethyl ester (0.27 g) in tetrahydrofuran (20 mL) was added palladium-carbon (100 mg) at room temperature, and the mixture was stirred at the same temperature for 1.5 hours under a hydrogen atmosphere. The mixture was stirred at 50° C. overnight. The reaction mixture was filtered through a Celite pad, and the filtrate was concentrated under reduced pressure. The residue was suspended in ethyl acetate, and the resulting mixture was filtered. The filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=95/5-40/60) to give 2-(4-cyano-7-hydroxynaphthalene-2-yl)-4-methylthiazole-5-carboxylic acid ethyl ester (0.067 g). The title compound (0.019 g) was prepared by deprotecting this compound (0.030 g) in a similar manner to that described in Example 47.

Provenance & Evidence