Potassium Carbonate → HCID 66717025, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazole (100 mg, 0.303 mmol, 1 eq), 3-methoxypyridine-5-boronic acid pinacol ester (78 mg, 0.333 mmol, 1 eq), PdCl2(dppf) (25 mg, 0.030 mmol, 0.1) and sat K2CO3 (0.6 mL) in dioxane (4 mL) was heated at 110° C. for 2 days. Additional amount of catalyst (0.05 eq) was added and the reaction mixture was heated under microwave irradiation at 130° C. for 2 h. The solvent was removed, the residue was diluted with EtOAc, sonicated and flushed through a plug of Celite. The filtrate was concentrated and the residue was purified by column chromatography (MeOH in DCM, 0 to 10%) to give the desired product (26 mg, 24%). HPLC-MS (10-95% B in 4 min at 0.5 mL+2 min 100% B, flow 0.8 mL/min, 50° C.): tR=3.97 min, [M+H]+ m/z 359.0.

Provenance & Evidence