(3-Trifluoromethylphenyl)urea → 4-[5-Acetyl-6-methyl-2-oxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-pyrimidin-4-yl]-3-bromo-benzonitrile

Beteiligte Stoffe

Reaktionsschritte

3-Bromo-4-formyl-benzonitrile (intermediate 2, 1.09 g, 4.92 mmol) is stirred with acetylacetone (0.60 mL, 5.88 mmol), 3-(trifluoromethyl)phenylurea (1.00 g, 4.90 mmol) and polyphosphoric acid (3.02 g, 7.90 mmol) in tetrahydrofurane (40.0 mL) at 50° C. overnight. The reaction mixture is concentrated in vacuo, ethyl acetate and water is added and the phases are separated. The aqueous phase is extracted twice with ethyl acetate. The combined organic phases are washed with saturated sodium chloride solution, dried over MgSO4 and concentrated. Yield: 2.38 g; ESI mass spectrum: [(79Br)-M+H]+=478, [(81Br)-M+H]+=480; Retention time HPLC: 1.06 min (HPLC method Z018_S04).

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