反应详情

6-Methyl-1H-indazol-5-ol (5.0 g, 33.7 mmol) was dissolved in 50 mL dry dioxane in a stainless steel pressure tube. Trans-1,2-cyclohexanediamine (2.0 mL, 17 mmol) was added followed by CuI (647 mg, 3.4 mmol) and then K3PO4 12.7 g, 60 mmol). After the addition of 4-fluoro-1-iodobenzene (3.9 mL, 33.7 mmol), the reactor was sealed and heated at 100 C for 24 h. The reactor was cooled and the contents were taken up in EtOAc, filtered through a SiO2 plug with EtOAc and concentrated in vacuo. The crude product was chromatographed on SiO2 using 1:3 EtOAc/hexanes to give 3.1 g (38% yield) of 1-(4-fluorophenyl)-6-methyl-1H-indazol-5-ol. MS found: (M+H)+=242.

1. customthe reactor was sealed
2. temperatureheated at 100 C for 24 h
3. temperatureThe reactor was cooled
4. filtrationfiltered through a SiO2 plug with EtOAc
5. concentrationconcentrated in vacuo
6. customThe crude product was chromatographed on SiO2 using 1:3 EtOAc/hexanes