反应详情

温度

115 °C

7-fluoro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-(triisopropylsilyl)-1H-indole (500 mg, 1.2 mmol), methyl 4-amino-3,6-dichloro-5-fluoropicolinate (290 mg, 1.2 mmol), cesium fluoride (360 mg, 2.4 mmol) and bis(triphenylphosphine)palladium(II) chloride (84 mg, 0.12 mmol) were combined in 4 mL of a 1:1 v/v acetonitrile-water and heated at 115° C. for 25 min in a Biotage Initiator microwave reactor. The mixture was partitoned between ethyl acetate and sat. NaCl and the organic phase was dried and evaporated. Purification by flash chromatography (SiO2; eluting with 0-20% ethyl acetate in dichloromethane) provided impure product. The material was purified by flash chromatography again (SiO2; eluting with 0-30% ethyl acetate in hexanes) to provide the title compound as a white solid (220 mg, 52%).

1. customthe organic phase was dried
2. customevaporated
3. customPurification
4. washby flash chromatography (SiO2; eluting with 0-20% ethyl acetate in dichloromethane)
5. customprovided impure product
6. customThe material was purified by flash chromatography again (SiO2; eluting with 0-30% ethyl acetate in hexanes)