Potassium Acetate → HCID 86594830, compound

Participants

Reaction Steps

Following this general procedure 2-(3,5-Dibromophenyl)-5-[4-(octyloxy)phenyl]-1,3,4-oxadiazole, bis(pinacolato)diboron, potassium acetate, and [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium (II) (complexed 1:1 with dichlormethane—Aldrich, 0.089 g, 0.1 mmoles) are reacted in DMSO under nitrogen at 80° C. for 18 hrs. After cooling, the reaction mixture is poured onto ice water, the aqueous layer extracted three times with methylene chloride, the combined organic fractions washed with brine, dried over magnesium sulfate, filtered through a thin silica bed, rotoevaporated to yield the desired 2-(3,5-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)) phenyl)-5-[4-(octyloxy)phenyl]-1,3,4-oxadiazole. These general methods can be used to prepare a wide range of arylene oxadiazole, triazole and thiadiazole diboronic ester intermediates useful in preparing compounds of Formula 1.

Provenance & Evidence