Ethyl bromoacetate → HCID 54678064, compound

Participants

Reaction Steps

To a stirred solution of 4-hydroxy-3-(2′-hydroxy-1,1′-biphenyl-4-yl)-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile (0.090 g, 0.25 mmol) in acetone (20 mL) was added potassium carbonate (0.140 g, 1 mmol) and tetrabutylammonium iodide (0.004 g, 0.0125 mmol) and stirred for 30 min at room temperature. Ethyl bromoacetate (0.083 g, 0.5 mmol) was then added to the reaction mixture and stirred for an additional 16 h at room temperature. The reaction mixture was concentrated and purified by RP-HPLC to afford the title compound. MS (ESI) m/e 416.9 (M−H)+; 1H NMR (400 MHz, DMSO-d6): δ ppm 12.44 (br s, 1H), 7.57 (d, 2H), 7.46 (d, 2H), 7.30–7.36 (m, 2H), 7.07 (d, 1H), 7.04 (s, 1H), 6.99 (d, 1H), 4.74 (s, 2H).

Provenance & Evidence