反应详情

温度

10 °C

HOBt (43 mg, 0.32 mmol) and DIEA (150 mg, 011 mmol) were added to a stirred solution of 3-oxo-3-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-propionic acid (100 mg, 0.29 mmol) in DMF (4 mL). The reaction mixture was cooled to 10° C. and EDCI.HCl (111 mg, 0.58 mmol) followed by 6-benzyloxy-pyridin-3-ylamine (81 mg, 0.4 mmol) were added. The reaction mixture was stirred at room temperature overnight then diluted with water and the product extracted with ethyl acetate. The organics were washed with brine solution, dried over Na2SO4 and concentrated to afford a residue which was purified by column chromatography using silica gel 60-120 mesh (80% ethyl acetate in hexane) to afford 60 mg (39%) of N-(5-benzyloxy-pyridin-2-yl)-3-oxo-3-[4-(2-trifluoromethyl-benzoyl)-piperazin-1-yl]-propionamide. LCMS: 527.19 (M+1)+, 98.6%, 1H NMR: (DMSO-d6): δ 10.2 (td, 1H), 8.4 (dd, 1H), 8 (dt, 1H), 7.8 (d, 1H), 7.7 (t, 1H), 7.6 (t, 1H), 7.5 (d, 1H), 7.4 (m, 5H), 6.9 (m, 1H), 5.4 (d, 2H), 3.8 (m, 6H), 3.5 (m, 2H), 3.2 (m, 2H).

1. additionwere added
2. extractionthe product extracted with ethyl acetate
3. washThe organics were washed with brine solution
4. dry with materialdried over Na2SO4
5. concentrationconcentrated
6. customto afford a residue which
7. customwas purified by column chromatography