4-(Tri-n-butylstannyl)thiazole → 4-{2-(2-Ethoxycarbonyl-ethyl)-3-[6-(3-methanesulfonyl-5-thiazol-4-yl-phenoxy)-hexyl]-phenoxy}-butyric Acid Ethyl Ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-{2-(2-ethoxycarbonyl-ethyl)-3-[6-(3-iodo-5-methanesulfonyl-phenoxy)-hexyl]-phenoxy}-butyric acid ethyl ester (300 mg, 0.436 mmol) in toluene (20 mL), 4-(tributylstannyl)thiazole (243 mg, 0.25 mL, 0.653 mmol) was added, followed by Pd(PPh3)4 (25 mg, 0.0217 mmol). The reaction mixture was heated at 90° C. overnight. The reaction was diluted with EtOAc (250 mL), washed with water (100 mL). The organic layer was washed with brine, dried over Na2SO4, concentration under reduced pressure gave an oil which was purified by column chromatography. The title compound was eluted with 50% EtOAc/Hexanes to provide title compound (280 mg, 99%) as an oil.

Provenance & Evidence