Triethylamine → 4-{2-[5-Acetyl-3,6-dimethyl-2-oxo-1-(3-trifluoromethyl-phenyl)-1,2,3,4-tetrahydro-pyrimidin-4-yl]-5-cyano-benzoylamino}-piperidine-1-carboxylic acid tert-butyl ester

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Reaction Steps

To a solution of 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, 40.0 mg, 0.09 mmol) in N,N-dimethylformamide (1 mL) triethylamine (25.0 μL, 0.18 mmol) is added and stirred at room temperature for 5 min. Then O-(7-azabonzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium-hexafluorophosphate (34.9 mg, 0.09 mmol) is added and stirred for 15 min. A solution of tert-butyl 1-piperazinecarboxylate (24.4 mg, 0.13 mmol) and triethylamine (25.0 μL, 0.18 mmol) in N,N-dimethylformamide (1 mL) is added and stirred at room temperature for 72 h. The reaction mixture is purified by reversed phase HPLC. ESI mass spectrum [M-Boc+H]+=526; Retention time HPLC: 1.16 min (HPLC method Z018_S04).

Provenance & Evidence