反应详情

温度

100 °C

8-tert-Butyl-1,2,3,4-tetrahydro-benzo[e][1,4]diazepin-5-one (420 mg, 2 mmol), 2,6-Dibromo-benzaldehyde (2.03 g, 8 mmol, 3eq), Xanthphos (22 mg, 0.02eq), and cesium carbonate (1.23 g, 4 mmol, 2 eq) were taken up in dioxane (5.0 mL) and a stream of argon gas was bubbled through the mixture for 1 minute. The catalyst Pd(dba)2 (33 mg, 0.03 eq) was added and argon was bubbled through for an additional minute. The resulting mixture was sealed under argon and stirred at 100° C. for 18 hours. The reaction was cooled and filtered. The collected solid was triturated with water and filtered to give a solid. The dioxane filtrate was combined with this solid, the solvent removed under vacuum, and the residue chromatographed, eluting with 50% ethyl acetate in hexanes gave a solid, 81 mg. (M+H)+=402.

1. customa stream of argon gas was bubbled through the mixture for 1 minute
2. customargon was bubbled through for an additional minute
3. customThe resulting mixture was sealed under argon
4. temperatureThe reaction was cooled
5. filtrationfiltered
6. customThe collected solid was triturated with water
7. filtrationfiltered
8. customto give a solid
9. customthe solvent removed under vacuum
10. customthe residue chromatographed
11. washeluting with 50% ethyl acetate in hexanes
12. customgave a solid, 81 mg