反应详情

温度

110 °C

6-chloro-N-methylpyrimidin-4-amine, 3 (3 g, 20.97 mmol) and methyl 4-amino-3-nitrobenzoate (3.9 g, 20.97 mmol) were taken in toluene (5 mL) in a seal tube under Argon atmosphere at room temperature. The Argon gas was purged for 5-10 min. Then Cs2CO3 (17.0 g, 52.4 mmol) and Xantphos (3.6 g, 6.29 mmol) were added and the resulting reaction mixture was purged with argon gas for 5 min, followed by Pd2(dba)3 (3.8 g, 4.19 mmol) was added. The argon gas purging was continued for additional 5 min before sealing the reaction vial. Then the reaction mixture was heated at 110° C. for 16 h. After completion of the reaction by TLC, the reaction mixture was cooled to rt, filtered through celite bed and the filtrate was evaporated under vacuum to get a crude residue. The crude residue was purified by column chromatography on silica gel to afford the title compound (3.2 g, yield: 51%) as a solid; MS (ESI): 304.2 [M+H]+.

1. customThe Argon gas was purged for 5-10 min
2. customthe resulting reaction mixture
3. customwas purged with argon gas for 5 min
4. additionwas added
5. customThe argon gas purging
6. customAfter completion of the reaction by TLC
7. temperaturethe reaction mixture was cooled to rt
8. filtrationfiltered through celite bed
9. customthe filtrate was evaporated under vacuum
10. customto get a crude residue
11. customThe crude residue was purified by column chromatography on silica gel