反应详情

温度

100 °C

To a mixture of 4-chloro-7-(2-chlorophenyl)-8-(4-chlorophenyl)-2-methylpyrazolo[1,5-a][1,3,5]triazine (I-2A-1b; 100 mg, 0.257 mmol) and tetrakis(triphenylphosphine)palladium(0) (15 mg, 0.013 mmol) in DMF (0.8 ml) was added tributyl(1-ethoxyvinyl)tin (130 mg, 0.36 mmol) in DMF (1.5 ml). The reaction was degassed (3×) by pulling a vacuum and refilling with nitrogen. After heating at 100° C. for 1 hour under nitrogen, the reaction was cooled and then extracted from water with ethyl acetate. The organic layer was washed with ½ saturated brine and then brine. After drying (MgSO4), the mixture was concentrated, in vacuo, and purified on a Biotage™ Flash 12M column using 10% ethyl acetate in hexanes to afford product 14A-1 as a solid (53 mg, 49%): +APcI MS (M+1) 425.1; 1H NMR (400 MHz, CD3OD) δ 7.50-7.38 (m, 6H), 7.27 (d, J=8.7 Hz, 2H), 6.20 (d, J=3.3 Hz, 1H), 5.19 (d, J=3.3 Hz, 1H), 4.05 (q, J=7.1 Hz, 2H), 2.75 (s, 3H), 1.45 (t, J=7.1 Hz, 3H).

1. customThe reaction was degassed (3×)
2. temperaturethe reaction was cooled
3. extractionextracted from water with ethyl acetate
4. washThe organic layer was washed with ½ saturated brine
5. dry with materialAfter drying (MgSO4)
6. concentrationthe mixture was concentrated, in vacuo
7. custompurified on a Biotage™ Flash 12M column