反应详情

温度

150 °C

To a solution of 3-(5-amino-2-methylphenyl)-7-chloro-1-methyl-1,6-naphthyridin-2-one 8 (0.53 mmol) in dioxane (3 mL) was added triphenylphosphine (0.08 mmol), Pd2(dba)3 (16 umol) and trimethylaluminum (0.8 mL of a 2.0 M solution in toluene). The mixture was degassed for 10 minutes. The reaction vial was sealed and heated via microwave for 10 minutes at 150° C. The reaction was cooled to rt and poured into 1M HCl (30 mL) and washed with EtOAc. The aqueous layer was made basic with 3M NaOH and extracted with EtOAc (3×20 mL). The combined organic layers were dried over magnesium sulfate, filtered and reduced to dryness by evaporation. The crude yellow oil was purified by flash chromatography on silica with DCM containing 3-5% MeOH as eluant to yield a yellow glassy solid 15. 1H NMR (400 MHz, CDCl3) δ 8.67 (s, 1H), 7.63 (s, 1H), 7.08 (s, 1H), 7.05 (d, J=8.4 Hz, 1H), 6.65 (dd, J=8.4, 2.4 Hz, 1H), 6.57 (d, J=2.4 Hz, 1H), 3.72 (s, 3H), 2.70 (s, 3H), 2.11 (s, 3H). MS m/z (M+1)+: 280.1.

1. customThe mixture was degassed for 10 minutes
2. customThe reaction
3. customvial was sealed
4. temperatureThe reaction was cooled to rt
5. washwashed with EtOAc
6. extractionextracted with EtOAc (3×20 mL)
7. dry with materialThe combined organic layers were dried over magnesium sulfate
8. filtrationfiltered
9. customreduced to dryness by evaporation
10. customThe crude yellow oil was purified by flash chromatography on silica with DCM containing 3-5% MeOH as eluant