Triethylamine → 2-[5-Acetyl-3,6-dimethyl-2-oxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-pyrimidin-4-yl]-5-cyano-benzoic acid formyl hydrazide

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Reaction Steps

2-[5-Acetyl-3,6-dimethyl-2-oxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-pyrimidin-4-yl]-5-cyano-benzoic acid (intermediate 6) (75.0 mg, 0.16 mmol)) and triethylamine (57.1 μL, 0.41 mmol) are suspended in N,N-dimethylformamide (2 mL), stirred for 5 min and N,N,N′,N′-tetramethyl-O-(benzotriazol-1-yl)uronium tetrafluoroborate (63.2 mg, 0.20 mmol) is added. The mixture is stirred for 10 min and formic acid hydrazide (10.8 mg, 0.18 mmol) is added. The mixture is stirred overnight at room temperature. Another equivalent of formic acid hydrazide is added to bring the reaction to completion. The crude product is purified by reversed phase HPLC. Yield 30 mg; ESI mass spectrum [M+H]+=500; Retention time HPLC: 0.94 min (HPLC method Z018_S04).

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