Potassium Carbonate → HCID 66717247, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-Iodo-2-(5-methoxy-pyridin-3-yl)-imidazo[2,1-b][1,3,4]thiadiazole (26 mg, 0.073 mmol, 1.0 eq), 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl) -3-trifluoromethyl-pyridin-2-ylamine (27 mg, 0.096 mmol, 1.3 eq), PdCl2(dppf) (12 mg, 0.015 mmol, 0.2 eq), sat. K2CO3 (0.5 mL) in DME (4 mL) was heated under microwave irradiation at 120° C. for 30 min. The solvent was removed and the residue was diluted with DCM and washed with H2O and brine. The organic layer was dried over Na2SO4, filtered and evaporated. The residue was purified by column chromatography (Isolute Si II; MeOH in DCM, 0 to 3%) to give the desired product (12 mg, 42%). HPLC-MS (5-100% B in 8 min at 0.8 mL): tR=4.76 min, [M+H]+ m/z 393.0; 1H NMR (300 MHz, DMSO) δ 8.87 (d, J=1.8 Hz, 1H), 8.75 (d, J=1.7 Hz, 1H), 8.53 (d, J=2.8 Hz, 1H), 8.38 (d, J=2.0 Hz, 1H), 7.85 (m, 2H), 6.76 (s, 2H), 3.96 (s, 3H).

Provenance & Evidence