反应详情

A microwave reaction vial was charged with 5-bromo-3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridine (347 mg, 0.8 mmol), copper(I)-iodide (31 mg, 0.067 mmol), proline (37 mg, 0.13 mmol), potassium carbonate (332 mg, 1.6 mmol) and N,N-dimethyl-2-pyrrolidin-3-yl-acetamide (250 mg, 1.6 mmol) obtained from step 1. The vial was flushed with nitrogen and dimethylsulfoxide (2.0 ml) was added. The reaction tube was sealed irradiated in the microwave to 140° C. for 1 hour. The crude was partitioned between ethyl acetate (20 ml) and water (20 ml). The layers were separated and the aqueous layer was extracted with ethyl acetate (10 ml). The combined organic layers were dried over sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (0% to 100% ethyl acetate in hexanes) to give 87 mg (30%) of 2-{1-[3-(2-methoxy-phenyl)-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-pyrrolidin-3-yl}-N,N-dimethyl-acetamide as a yellowish oil. MS: m/z 509.3 (M+H+).

1. customA microwave reaction
2. customThe vial was flushed with nitrogen and dimethylsulfoxide (2.0 ml)
3. additionwas added
4. customThe reaction tube was sealed
5. customirradiated in the microwave to 140° C. for 1 hour
6. customThe crude was partitioned between ethyl acetate (20 ml) and water (20 ml)
7. customThe layers were separated
8. extractionthe aqueous layer was extracted with ethyl acetate (10 ml)
9. dry with materialThe combined organic layers were dried over sodium sulfate
10. concentrationconcentrated in vacuo
11. customThe residue was purified by flash chromatography on silica gel (0% to 100% ethyl acetate in hexanes)