4-Fluoroiodobenzene → HCID 67005535, compound

Participants

Reaction Steps

6-Isopropyl-1H-indazol-5-ol was dissolved in 20 mL dry dioxane in a stainless steel pressure tube. Trans-1,2-cyclohexanediamine (0.35 mL, 2.88 mmol) was added followed by CuI (110 mg, 0.58 mmol) and then K3PO4 2.2 g, 10.4 mmol). After the addition of 4-fluoro-1-iodobenzene (0.7 mL, 6.0 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 using EtOAc as the eluent and concentrated in vacuo. The crude product was chromatographed on SiO2 using 1:3 EtOAc/hexanes to give 453 mg (29% yield) of 1-(4-fluorophenyl)-6-isopropyl-1H-indazol-5-ol. MS found: (M+H)+=271.

Provenance & Evidence