反应详情

To a stirred mixture of NaH (524 mg, 21.8 mmol) in toluene (20 mL) was added dropwise ethyl cyanoacetate (3.7 g, 32.7 mmol, 3.5 mL). The slurry was stirred for 1 h and then 4-nitrophenyl 2-{[3-(trifluoromethyl)phenyl]amino}nicotinate (4.4 g, 10.9 mmol) was added. The reaction mixture was stirred for 1 h and then quenched with water (20 mL). CH2Cl2 (30 mL) was added and the layers were partitioned. The organic layer was washed with brine (2×) and dried over Na2SO4. The solvent was removed in vacuo and the residue was purified by silica gel flash chromatography (5:1 to 2:1 Hex:EtOAc) to afford 3 Ethyl 2-cyano-3-oxo-3-(2-{[3-(trifluoromethyl)phenyl]amino}-3-pyridinyl)propanoate.(6 g, 87%): LCMS RT: 2.83 min, MH+: 378.0.

1. stirringThe reaction mixture was stirred for 1 h
2. customquenched with water (20 mL)
3. additionCH2Cl2 (30 mL) was added
4. customthe layers were partitioned
5. washThe organic layer was washed with brine (2×)
6. dry with materialdried over Na2SO4
7. customThe solvent was removed in vacuo
8. customthe residue was purified by silica gel flash chromatography (5:1 to 2:1 Hex:EtOAc)