反应详情

温度

100 °C

A flask was charged with tetrakis-(triphenylphosphine)-palladium (1.7 g, 1.48 mmol) under nitrogen. A solution of 6-(6-Chloro-imidazo[1,2-b]pyridazin-3-ylmethyl)-7-fluoro-quinoline (5.8 g, 18.55 mmol) in DMF (150 mL) was added. The flask was purged with nitrogen gas three times and tributyl-(1-ethoxy-vinyl)-stannane (6.59 ml, 19.47 mmol) was added. The temperature was increased to 100° C. and stirred overnight. The reaction mixture was cooled to room temperature, 20 ml of 3N HCl was added and the mixture was stirred for additional 2 hrs. Water was added and the product was then extracted with EtOAc, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography to afford 4.8 g (yield: 79%) title compound as a dark yellow solid. 1H-NMR (400 MHz, MeOH-d4) δ ppm 8.82 (dd, 1H), 8.31 (d, 1H), 8.10 (d, 1H), 7.98 (d, 1H), 7.85 (s, 1H), 7.78 (d, 1H), 7.72 (d, 1H), 7.50 (q, 1H), 4.72 (s, 2H), 2.68 (S, 3H). LCMS (method A): [MH]+=321, tR=5.07 min.

1. additionwas added
2. temperatureThe reaction mixture was cooled to room temperature
3. stirringthe mixture was stirred for additional 2 hrs
4. extractionthe product was then extracted with EtOAc
5. dry with materialdried over Na2SO4
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by column chromatography