反应详情

A mixture of 5-(4-methoxy-benzyl)-thiazol-2-ylamine (9d, 1.0 g, 4.54 mmol) and 3-pyridin-3-yl-propionic acid (0.92 g, 5.45 mmol), EDCA (1.74 g, 9.08 mmol), HOBt (1.23 g, 9.08 mmol) and NEt3 (1.38 g, 13.6 mmol) in DMF (15.0 mL) was stirred for 16 hours. The reaction mixture was quenched with water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaHCO3, dried over MgSO4(s), and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give N-[5-(4-methoxy-benzyl)-thiazol-2-yl]-3-phenyl-propionamide (9, 1.05 g) in 66% yield: 1H NMR (500 MHz, CDCl3) δ 7.27 (d, 2 H), 7.3-7.15 (m, 6 H), 6.86 (d, 2 H), 3.98 (s, 2 H), 3.72 (s, 3 H), 2.87 (m, 2 H), 2.64 (m, 2 H).

1. customThe reaction mixture was quenched with water
2. extractionextracted with ethyl acetate
3. washThe organic layer was washed with saturated aqueous NaHCO3
4. dry with materialdried over MgSO4(s)
5. concentrationconcentrated under reduced pressure
6. customThe residue was purified by column chromatography on silica gel