反应详情

温度

0 °C

2,5-dimethylindole (500 mg) was dissolved in dry toluene (2 ml), and maintained under a nitrogen atmosphere. The reaction was cooled to 0° C. before adding EtMgBr (2.5 ml, 3M in Et2O) dropwise, keeping the temperature below 5° C. Allowed the mixture to warm to RT and stirred for 0.5 h. A solution of 4,7-dichloroquinoline (680 mg) in dry THF (3 ml) was added slowly to the reaction. After stirring for 30 minutes at RT the reaction was slowly heated to 90° C. and stirred overnight. The reaction was allowed to cool to RT before adding EtOAc and water to the mixture. The organic layer was separated and the organic layer was extracted with EtOAc (×3). The combined organics were washed with saturated aqueous NH4Cl, H2O and brine then dried (Na2SO4) and the solvent was evaporated under reduced pressure. Purification by chromatography eluting with 15% acetone/isohexane gave the sub-title compound (0.47 g).

1. temperaturemaintained under a nitrogen atmosphere
2. customthe temperature below 5° C
3. temperatureAllowed the mixture to warm to RT
4. stirringAfter stirring for 30 minutes at RT the reaction
5. temperaturewas slowly heated to 90° C.
6. stirringstirred overnight
7. temperatureto cool to RT
8. customThe organic layer was separated
9. extractionthe organic layer was extracted with EtOAc (×3)
10. washThe combined organics were washed with saturated aqueous NH4Cl, H2O and brine
11. dry with materialthen dried (Na2SO4)
12. customthe solvent was evaporated under reduced pressure
13. customPurification by chromatography
14. washeluting with 15% acetone/isohexane