4-Fluoro-3-(trifluoromethyl)aniline → 6-(Pyrimidin-4-yloxy)-benzo[d]isoxazole-3-carboxylic acid (4-fluoro-3-trifluoromethyl-phenyl)-amide

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Reaction Conditions

Reaction Steps

In a dried vessel, 46 μl (0.35 mMol) 4-fluoro-3-trifluoromethyl-aniline are dissolved in 6 ml toluene and cooled to 10° C. Then 550 μl Me3Al (2 M in toluene; 1.1 mMol) are added via syringe. After 1 h at rt, a solution of 101 mg (0.35 mMol) 6-(pyrimidin-4-yloxy)-benzo[d]isoxazole-3-carboxylic acid ethyl ester in 1.25 ml THF is added and the reaction mixture stirred for 25 min in an oil bath at 110° C. Work up as described in step 1.2 gives the title compound: MS: [M−1]=419; Anal.: C,H,N,F.

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