Potassium Phosphate, Tribasic → 2-(3-(6-isopropoxypyridin-2-yl)-1-tosyl-1H-indol-5-yl)-5-methyl-1,3,4-oxadiazole

Participants

Reaction Conditions

Reaction Steps

2-(3-Iodo-1-tosyl-1H-indol-5-yl)-5-methyl-1,3,4-oxadiazole (113 mg, 0.236 mmol), 2-isopropoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (74.4 mg, 0.283 mmol) (Combiphos Catalysts Inc.), dicyclohexyl(2′,4′,6′-triisopropylbiphenyl-2-yl)phosphine (6.74 mg, 0.014 mmol) (Strem), Pd2(dba)3 (6.48 mg, 7.07 μmol) (Strem), and potassium phosphate (150 mg, 0.707 mmol) (Reidel-de Haen) were weighed into a 20 mL glass microwave vial, which was then purged with argon. The solids were treated with dioxane (2.5 mL) and H2O (0.25 mL), the tube was sealed, and the contents were heated in an Initiator microwave reactor (Personal Chemistry, Biotage AB, Inc., Uppsala, Sweden) at 120° C. for 15 min. The mixture was treated with 1N NaOH and extracted with EtOAc. The combined organic layers were dried, filtered and concentrated to give the crude product.

Provenance & Evidence