Nitrogen → HCID 178526836, compound

Participants

Reaction Conditions

Reaction Steps

N2 was bubbled through a solution of 3-iodo-5-nitropyridin-2-ol (1.33 g, 5.00 mmol), thiazole (2.13 g, 25.0 mmol), potassium acetate (1.47 g, 15.0 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.4 g, 0.4 mmol) in DMF (10 mL) for 10 min. The mixture was then heated to 120° C. and stirred for 17 h. The solvents were removed in vacuo. The residue was stirred with methanol (5 mL) and dichloromethane (10 mL) for 30 min. The solids were collected by filtration, washed with dichloromethane (2 mL) and water (3×8 mL), and dried in vacuo to afford the title compound as an off-white solid. 1H-NMR (DMSO-d6, 400 MHz): δ=8.74 (d, J=2.8 Hz, 1H), 8.77 (s, 1H), 8.79 (d, J=2.8 Hz, 1H), 9.12 (s, 1H), 13.26 (s, br, 1H). MS (ES+): m/z 224.09 [MH+]. HPLC: tR=2.16 min (ZQ2000, polar—5 min).

Provenance & Evidence