反应详情

温度

65 °C

To 5-amino-3-cyano-4-iodo-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole (2.23 g, 5 mmol, WO97/07102) and cycloheptene (3 ml) in dry DMF (25 ml), under a nitrogen atmosphere, was added bis(triphenylphosphine)palladium dichloride (100 mg, 0.13 mmol), cuprous iodide (100 mg) and triethylamine (2 ml). The mixture was heated at 65° C. for 18 h. A further 3 ml of cycloheptene was added and the mixture heated at 70° C. for 82 h. The cooled mixture was poured into water (500 ml) and extracted with DCM (2×100 ml). The organic phase was dried (MgSO4), filtered and the solvent removed in vacuo to leave a brown oil. This was purified by silica chromatography (eluting with hexane/diethyl ether 1/1 v/v). The resulting cream solid was further purified by silica chromatography (eluting with hexane, hexane/diethyl ether 19/1, hexane/diethyl ether 9/1 and finally hexane/diethyl ether 3/1) to yield 564 mg of the title compound as a cream solid.

1. temperaturethe mixture heated at 70° C. for 82 h
2. extractionextracted with DCM (2×100 ml)
3. dry with materialThe organic phase was dried (MgSO4)
4. filtrationfiltered
5. customthe solvent removed in vacuo
6. customto leave a brown oil
7. customThis was purified by silica chromatography (eluting with hexane/diethyl ether 1/1 v/v)
8. customThe resulting cream solid was further purified by silica chromatography (
9. washeluting with hexane, hexane/diethyl ether 19/1, hexane/diethyl ether 9/1 and finally hexane/diethyl ether 3/1)