Tributylphosphine → (6-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-propoxy}-benzo[b]thiophen-3-yl)-acetic acid ethyl ester

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Reaction Steps

A solution of 2-[5-methyl-2-(4-trifluoromethyl-phenyl)-thiazol-4-yl]-propan-1-ol (226 mg, 0.75 mmol) in toluene (4.0 mL) is degassed and filled with nitrogen for 3 times. O this solution is added 1,1′-(azodicarbonyl)-dipiperidine (190 mg, 0.75 and mmol) and tributylphosphine (0.186 mL, 0.75 mmol) under nitrogen at 0° C., followed by addition of (6-hydroxy-benzo[b]thiophen-3-yl)-acetic acid ethyl ester (120 mg, 0.5 mmol). The reaction mixture is allowed to warm to room temperature and stirred overnight, the mixture is loaded on silica gel column. Chromatography yields the title compound (250 mg).

Provenance & Evidence