反应详情

温度

70 °C

A mixture of 4-(2-(2-chloro-9-isopropyl-9H-purin-6-ylamino)ethyl)phenol (950 g), thianaphthene-3-boronic acid (561 g), dichlorobis(triphenylphosphine)palladium(II) (10.1 g), potassium carbonate (791 g), water (3.25 L), and DMA (3.25 L) was stirred under a nitrogen atmosphere for 10 min. The stirred mixture was then heated at 70° C. for 14 h. Ethyl acetate (6.5 L) and water (3.25 L) were added, and the mixture was filtered through Celite (125 g) at 50° C., rinsing with ethyl acetate (1.0 L). The layers were separated, and the aqueous layer was extracted at 50° C. with additional ethyl acetate (7.5 L). The combined organic layers were washed with water (3×2.5 L), then distilled to remove about 2.5 L of solvent. Tetrahydrofuran (2.5 L) and silica bond thio silica gel (200 g) were added. The mixture was stirred at 70° C. for 16 hr, then was filtered, washing the pad with ethyl acetate (1.0 L). The combined filtrates were concentrated at atmospheric pressure to a volume of about 5 L, then the mixture was allowed to cool. The resulting solid was collected and washed with ethyl acetate (2×1.0 L) to provide the title compound.

1. filtrationthe mixture was filtered through Celite (125 g) at 50° C.
2. washrinsing with ethyl acetate (1.0 L)
3. customThe layers were separated
4. extractionthe aqueous layer was extracted at 50° C. with additional ethyl acetate (7.5 L)
5. washThe combined organic layers were washed with water (3×2.5 L)
6. distillationdistilled
7. customto remove about 2.5 L of solvent
8. additionTetrahydrofuran (2.5 L) and silica bond thio silica gel (200 g) were added
9. stirringThe mixture was stirred at 70° C. for 16 hr
10. filtrationwas filtered
11. washwashing the pad with ethyl acetate (1.0 L)
12. concentrationThe combined filtrates were concentrated at atmospheric pressure to a volume of about 5 L
13. temperatureto cool
14. customThe resulting solid was collected
15. washwashed with ethyl acetate (2×1.0 L)