反应详情

温度

120 °C

Methyl 5-cyano-2-(2-fluoro-4-(methylthio)phenylamino-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate: A mixture of methyl 5-bromo-2-(2-fluoro-4-(methylthio)phenylamino)-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate (0.020 g, 0.050 mmol), tris(dibenzylideneacetone)-dipalladium(0) (0.046 g, 0.050 mmol), 1,1′-bis(diphenylphosphine)-ferrocene (0.055 g, 0.100 mmol) and Zn(CN)2 (0.006 g, 0.055 mmol) was heated at 120° C. for 2 hours. The reaction mixture was diluted with EtOAc and H2O and the layers separated. The EtOAc layer was washed with saturated NH4Cl and saturated NaCl, dried (Na2SO4) and concentrated under reduced pressure to a dark yellow gum. Purification by flash column chromatography (methylene chloride/EtOAc, 10:1) gave 0.005 g (29%) pure desired product as a yellow solid. MS APCI (−) m/z 346 (M−1) detected; 1H NMR (400 MHz, CDCl3) δ 10.84 (s, 1H), 8.39 (s, 1H), 6.95-7.06 (m, 3H), 3.90 (s, 3H), 3.17 (s, 3H), 2.50 (s, 3H).

1. customthe layers separated
2. washThe EtOAc layer was washed with saturated NH4Cl and saturated NaCl
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated under reduced pressure to a dark yellow gum
5. customPurification by flash column chromatography (methylene chloride/EtOAc, 10:1)