Boron Trichloride → HCID 54689907, compound

Participants

Reaction Steps

Boron trichloride (1M in dichloromethane, 5 mL, 5 mmol) was added to a solution of 3-[3-(allyloxy)phenyl]-4-hydroxy-6-oxo-6,7-dihydrothieno[2,3-b]pyridine-5-carbonitrile (146B) (0.54 g, 1.65 mmol) in dichloromethane (30 mL) and the reaction was stirred at room temperature for 16 h. It was quenched with water (20 mL), filtered, concentrated and purified on a RP-HPLC system. The title compound was one of the three reaction products that were purified. MS (ESI) m/e 283.0 (M−H)+; 1H NMR (500 MHz, DMSO-d6): δ ppm 12.46 (br s, 1H), 9.36 (br s, 1H), 7.14 (t, 1H), 6.96 (s, 1H), 6.83–6.80 (m, 2H), 6.7–6.72 (m, 1H).

Provenance & Evidence