Sodium Carbonate → HCID 46941130, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-Iodo-2-(6-methyl-pyridin-3-yl)-imidazo[2,1-b][1,3,4]thiadiazole (226 mg, 0.661 mmol, 1 eq), 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3-trifluoromethyl-pyridin-2-ylamine (228 mg, 0.793 mmol, 1.2 eq), PdCl2(PPh3)2 (95 mg, 0.132 mmol, 0.2 eq) and 2M aq Na2CO3 (1.6 mL) in dioxane (7 mL) was heated at 110° C. for 90 min. The solvent was removed under reduced pressure and the residue was suspended in water and filtered. The solid was washed with diethylether, methanol and acetone. The residue was purified by HPLC to afford the desired product (4.7 mg, 2%). HPLC-MS (5-100% B in 8 min at 0.8 mL): tR=5.23 min, [M+H]+ m/z 377.0; 1H NMR (300 MHz, DMSO) δ 9.02 (s, 1H), 8.87 (s, 1H), 8.36 (s, 1H), 8.25 (dd, J=8.1, 2.2 Hz, 1H), 7.81 (s, 1H), 7.52 (d, J=8.2 Hz, 1H), 6.75 (s, 2H), 2.59 (s, 3H).

Provenance & Evidence