Water → 2-(4-(5-Trifluoromethyl-2-pyridinyloxy)phenyl)ethylamine

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Reaction Steps

Sodium hydride (0.78 g, 0.033 mol) was slurried in dry DMF (50 mL) and tyramine (4.31 g, 0.031 mol) added. The mixture was stirred at room temperature until effervescence ceased. A solution of 2-chloro-5-trifluoromethylpyridine (6.0 g, 0.033 mol) in DMF (10 mL) was then added. The mixture was heated at 50° C. for three hours and poured into water. This was extracted with ethyl acetate and the organic phase washed with water and dried over anhydrous sodium sulphate. Evaporation of the solvent under reduced pressure and purification of the product by column chromatography gave 7.5 g of product as an oil.

Provenance & Evidence