反应详情

温度

82 °C

To a nitrogen purged 3.0 L, 4-necked flask, fitted with an overhead stirrer, thermocouple, heating mantle, nitrogen outlet and reflux condenser, was charged Pd(Ph3)4 (5.0 g, 4.33 mmoles, 0.005 eq), sodium carbonate (92.6 g, 874 mmoles, 1.3 eq), ethyl 2-chloronicotinate, 1 (126.0 g, 678 moles, 1.0 eq), 2,4-difluorophenylboronic acid, 2 (125 g, 791 mmoles, 1.2 eq), followed by 0.5 L of toluene and 125 mL denatured EtOH. The reaction was heated to 82° C. with vigorous stirring under N2 overnight (completeness of reaction determined by HPLC and TLC). The reaction was cooled to room temperature, the mixture filtered through a small pad of Celite® and the solvents removed under vacuum at 55° C. The residue was dissolved in EtOAc, washed, dried (MgSO4), filtered through Celite® again, and concentrated. The product was obtained as a yellow solid.

1. customTo a nitrogen purged 3.0 L, 4-necked flask
2. customfitted with an overhead stirrer
3. temperaturethermocouple, heating mantle, nitrogen outlet
4. temperaturereflux condenser
5. custom(completeness of reaction determined by HPLC and TLC)
6. temperatureThe reaction was cooled to room temperature
7. filtrationthe mixture filtered through a small pad of Celite®
8. customthe solvents removed under vacuum at 55° C
9. dissolutionThe residue was dissolved in EtOAc
10. washwashed
11. dry with materialdried (MgSO4)
12. filtrationfiltered through Celite® again
13. concentrationconcentrated
14. customThe product was obtained as a yellow solid