Cyclohexanone → HCID 59252751, compound

Participants

Reaction Conditions

Reaction Steps

1-(4-Fluorophenyl)-5-iodo-1H-indazole (2.0 g, 5.9 mmol) was dissolved in dry THF (30 mL), cooled to −78° C., and treated with nBuLi (4 mL, 1.6 M in hexanes, 6.5 mmol). After 1 h, cyclohexanone (919 uL, 8.88 mmol) was added all at once and the reaction was allowed to warm to rt. The crude reaction was extracted from water using EtOAc and the combined organic layers were dried with MgSO4, concentrated in vacuo, filtered, and chromatographed on a SiO2 MPLC column using 25% EtOAc in hexanes. Obtained 700 mg (38%) of 1-(1-(4-fluorophenyl)-1H-indazol-5-yl)cyclohexanol. MS found: (M+H)+=311.

Provenance & Evidence