Dimethylformamide → HCID 178469849, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 716 mg (2.44 mmol) of ethyl 6-hydroxy-5-iodonicotinate and 573 mg (4.88 mmol) of zinc cyanide in 10 mL of DMF was added 169 mg (0.15 mmol) of tetrakis(triphenylphosphine)palladium(0). After stirring at 80° C. overnight, the mixture was filtered through a cake of Celite. The filtrate was washed with brine (10 mL), H2O (3×10 mL), and brine (10 μL), dried over MgSO4, and concentrated. Chromatography on a Biotage 40M cartridge using 4:1 v/v EtOAc/hexanes as the eluant gave 222 mg of the title compound: 1H NMR (500 MHz, CD3OD) δ 1.29 (d, J=7.1, 3H), 4.28 (q, J=7.1, 2H), 8.31 (d, J=2.5, 1H), 8.42 (d, J=2.8, 1H).

Provenance & Evidence