Sodium hydride → (3,5-Bis-trifluoromethyl-benzyl)-(5-bromo-pyrimidin-2-yl)-(2-fluoro-5-trifluoromethyl-benzyl)-amine

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Reaction Steps

(5-Bromo-pyrimidin-2-yl)-(2-fluoro-5-trifluoromethyl-benzyl)-amine (2.10 g) is dissolved in N,N-dimethylformamide (10 ml) and thereto is added sodium hydride (62.7%) (345 mg) under ice-cooling and the mixture is stirred for 30 minutes, and thereto is added 1-bromomethyl-3,5-bis-trifluoromethyl-benzene (2.76 g) and the mixture is stirred at room temperature for 45 minutes. To the reaction solution are added a saturated aqueous sodium bicarbonate solution and ethyl acetate, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=1:0→9:1) to give (3,5-bis-trifluoromethyl-benzyl)-(5-bromo-pyrimidin-2-yl)-(2-fluoro-5-trifluoromethyl-benzyl)-amine (3.30 g). MS (m/z): 576/578 [M+H]+

Provenance & Evidence