反应详情

DIPEA (165 mg, 0.2 mL, 1.2 mmol) was added drop wise to N-methyl-terephthalamic acid (80 mg, 0.4 mmol) in DMF (5 mL). EDCI (100 mg, 0.5 mmol) and HOBT (67 mg, 0.5 mmol) were added consecutively and, after 10 minutes, 2-Amino-1-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethanone in its HCl salt form (150 mg, 0.4 mmol) was added. The resulting mixture was stirred at room temperature overnight. Cold water was then added and the product was extracted with EtOAc and the organic layer was washed with brine. The organic phase was dried over Na2SO4 and concentrated under reduced pressure to get the residue. The obtained residue was purified by column chromatography (using basic alumina and 10% MeOH in CHCl3 as eluent) to afford 30 mg (15.74% yield) of N-methyl-N′-{2-oxo-2-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-ethyl}-terephthalamide. LCMS Purity: 97.3%. 1H NMR (CDCl3): δ 8.7 (d, 2H), 8.2 (d, 2H), 7.8 (m, 1H), 7.7 (m, 3H), 7.2 (m, 2H), 4.4 (m, 2H), 4.1 (s, 1H), 3.8 (s, 3H), 3.4 (m, 4H).

1. extractionthe product was extracted with EtOAc
2. washthe organic layer was washed with brine
3. dry with materialThe organic phase was dried over Na2SO4
4. concentrationconcentrated under reduced pressure
5. customto get the residue
6. customThe obtained residue was purified by column chromatography (using basic alumina and 10% MeOH in CHCl3 as eluent)