Sodium Carbonate → HCID 67283603, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-bromo-5-iodoimidazo[2,1-b][1,3,4]thiadiazole (0.150 g, 0.455 mmol, 1 eq) and 5-indolylboronic acid (0.088 g, 0.546 mmol, 1.2 eq), 2M aq Na2CO3 (1 mL) and PdCl2(PPh3)2 (0.064 g, 0.091 mmol, 0.2 eq) in dioxane (5 mL) was heated at 110° C. for 2 h. The solvent was removed in vacuo, redissolved in DCM/water (150 mL) and extracted with DCM (2×80 mL). The combined organic layers were dried (MgSO4), filtered and evaporated. The residue was purified by column chromatography (20-70% EtOAc in cyclohexane) to afford the desired product (91 mg, 54%) as a yellow solid. HPLC-MS (10-95% B in 4 min at 0.5 mL+2 min 100% B, flow 0.8 mL/min, 50° C.): tR=4.53 min, [M+H]+ m/z 367.0.

Provenance & Evidence