Diisopropylethylamine → N-((4-chlorophenyl)(hydroxyimino)methyl)-4,4,4-trifluoro-3-((3-(3-(trifluoromethyl)phenyl)piperidin-1-yl)methyl)butanamide

Beteiligte Stoffe

Reaktionsschritte

In a 10 mL round-bottomed flask, 4,4,4-trifluoro-3-((3-(3-(trifluoromethyl)phenyl)piperidin-1-yl)methyl)butanoic acid (27 mg, 70.4 μmol) and HATU (26.8 mg, 70.4 μmol) were combined with DMF (1 ml) to give a colorless solution. DIEA (27.3 mg, 36.9 μl, 211 μmol) was added and the resulting mixture was stirred at room temperature for 10 min. 4-Chloro-N′-hydroxybenzimidamide (12.0 mg, 70.4 μmol) was added and the resulting mixture was stirred at room temperature for 4 hr. The reaction mixture was poured into 50 mL saturated NaCl/H2O (1:1) and extracted with ethyl acetate (2×25 mL). The organic layers were combined, washed with saturated NaCl (1×20 mL), H2O (2×50 mL), dried over MgSO4, filtered and concentrated in vacuo to give N-((4-chlorophenyl)-(hydroxyimino)methyl)-4,4,4-trifluoro-3-((3-(3-(trifluoromethyl)phenyl)piperidin-1-yl)methyl)butanamide as an oil, which was used as is for the next reaction.

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