Sodium Iodide → HCID 18445373, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred mixture of trimethylsilylchloride (0.15 ml), sodium iodide (0.175 g) and acetonitrile (0.061 ml) was added a solution of ethyl [4-(1-hydroxy-3-{4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}propyl)-2-methylphenoxy]acetate (intermediate 12, 0.096 g) in cyclohexane (1 ml). The reaction mixture was stirred at 21° C. for 18 hours and then refluxed for 2 hours. The reaction mixture was partitioned between water and ethyl acetate; the aqueous layer separated and extracted twice more with ethyl acetate. The organic solutions were combined and were dried with brine and over magnesium sulfate and concentrated. The product isolated after evaporation of the solvent was further purified by flash chromatography using cyclohexane: ethyl acetate (7:1) as eluent to give the title compound as a pale yellow gum.

Provenance & Evidence