Water → HCID 86632963, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 16.0 mmol of 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-7,8-dihydronaphthalene-2-carbonitrile, 18.0 mmol of (5-iodoimidazol-1-yl)acetate (Example 1f2), 0.74 mmol of tetrakis(triphenylphosphine)palladium(0) and 16 ml of 2M aqueous sodium carbonate solution in 100 ml of dioxane is heated at 80° C. for 5 hours. The reaction mixture is cooled, poured into water and extracted with tert-butyl methyl ether. The combined organic phases are washed with brine, dried with sodium sulphate and evaporated. The title compound is obtained as a colourless oil from the residue by flash chromatography (SiO2 60F). Rf=0.11 (dichloromethane-methanol 97:3); Rt=5.90 (gradient II).

Provenance & Evidence