2-(Tributylstannyl)-1,3-thiazole → HCID 10132406, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 7-(3-bromophenyl)-3-trifluoromethylimidazo[1,2-b][1,2,4]triazine (0.2 g, 0.58 mmol), 2-tributylstannylthiazole (0.44 g, 1.17 mmol) and tetrakis(triphenylphosphine)palladium(0) (67 mg, 0.06 mmol) in THF (2 ml) was degassed with a stream of N2 for 10 min and stirred at 65° C. for 12 h. After allowing to cool to room temperature, the mixture was concentrated in vacuo. The residue was purified by flash chromatography (silica gel, 25% EtOAc/isohexane) and triturated with Et2O to give 64 mg (32%) of the title compound: 1H NMR (360 MHz, CDCl3) δ 7.42 (1H, d, J 3.2 Hz), 7.65 (1H, t, J 7.9 Hz), 7.94 (1H, d, J 3.2 Hz), 8.04 (1H, dq, J 7.9, 1.0 Hz), 8.06 (1H, dq, J 7.9, 1.0 Hz), 8.71 (1H, s), 8.76 (1H, t, J 1.6 Hz), 8.86 (1H, s); MS (ES+) m/z 348 [M+H]+.

Provenance & Evidence