反应详情

温度

80 °C

140 mg of 3-fluoro-5-[(2-fluoro-4-iodophenyl)amino]isonicotinamide (0.340 mmol, 1 eq.) were dissolved in 3 mL of tetrahydrofurane and cooled to −75° C. bath temperature upon which 18 mg sodium methoxide (0.340 mmol, 1 eq.) were added and the mixture allowed to come to room temperature. Then the mixture was stirred at 80° C. bath temperature for 3 days. Since the reaction was not completed another 18 mg sodium methoxide (0.340 mmol, 1 eq.) were added and the mixture stirred at 80° C. bath temperature for 1 more day. The reaction mixture was concentrated in vacuo and the residue was partitioned between 20 ml each of water and dichloromethane. The aqueouse layer was separated and reextracted twice with dichloromethane (20 ml each). The combined organic layers were washed with brine (30 ml), dried over a silicone filter and concentrated. The residue was purified by flash chromatography to afford 67 mg (0.17 mmol, 51%) of the analytically pure target compound.

1. additionwere added
2. customto come to room temperature
3. additionwere added
4. stirringthe mixture stirred at 80° C. bath temperature for 1 more day
5. concentrationThe reaction mixture was concentrated in vacuo
6. customthe residue was partitioned between 20 ml each of water and dichloromethane
7. customThe aqueouse layer was separated
8. washThe combined organic layers were washed with brine (30 ml)
9. dry with materialdried over a silicone
10. filtrationfilter
11. concentrationconcentrated
12. customThe residue was purified by flash chromatography
13. customto afford 67 mg (0.17 mmol, 51%) of the analytically pure target compound