Phenethyl bromide → HCID 22933991, compound

Participants

Reaction Conditions

Reaction Steps

Potassium carbonate (68 mg, 0.492 mmol), tetrabutylammonium iodide (17 mg, 0.0447 mmol) and phenethyl bromide (0.061 ml, 0.447 mmol) were added to a solution of the 1H-indazol-5-ol (60 mg, 0.447 mmol) obtained in Reference Example 4 in N,N-dimethylformamide (2 ml), and the resulting mixture was heated to 60° C. After 7 hours, chloroform (3 ml) and a 1M-aqueous sodium hydroxide solution (4 ml) were added to the reaction mixture and stirred. After removing the aqueous layer, water (3 ml) was added to the organic layer and stirred. After removing the aqueous layer, the organic layer was dried over anhydrous magnesium sulfate. The organic layer dried was concentrated and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate) to obtain 5-(2-phenylethoxy)-1H-indazole (8.4 mg, 8%).

Provenance & Evidence