反应详情

温度

100 °C

To a 25 mL flask was added a stir bar, 2-chloroquinoline-6-carbonitrile (0.015 g, 0.79 mmol), Pd2 dba3 (0.072 g, 0.08 mmol), Xantphos (0.09 g, 0.16 mmol), cesium carbonate (0.36 g, 1.13 mmol) and tert-Butyl 3-oxopiperazine-1-carboxylate (0.31 g, 1.6 mmol). The resulting mixture was degassed and purged with N2 (3×). To the flask was added 1,4-dioxane (10 mL). The reaction mixture was then refluxed at 100° C. overnight. Analysis of the reaction mixture by LC indicated that reaction had gone to completion. The solution was concentrated in vacuo and the resulting crude was dissolved in EtOAc and washed with brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude residue was purified by silica gel column chromatography (10% MeOH in DCM) to provide the title product.

1. additionTo a 25 mL flask was added a stir bar
2. customThe resulting mixture was degassed
3. custompurged with N2 (3×)
4. additionTo the flask was added 1,4-dioxane (10 mL)
5. customAnalysis of the reaction mixture by LC indicated that reaction
6. concentrationThe solution was concentrated in vacuo
7. dissolutionthe resulting crude was dissolved in EtOAc
8. washwashed with brine
9. dry with materialdried over Na2SO4
10. filtrationfiltered
11. concentrationconcentrated in vacuo
12. customThe crude residue was purified by silica gel column chromatography (10% MeOH in DCM)