Potassium Hydroxide → HCID 22112797, compound

Participants

Reaction Steps

2-Bromo-7-methoxyfuro[2,3-c]pyridine (0.6 g), diethyl(3-pyridyl)borane (0.387 g), tetrakis(triphenylphosphine)palladium(O) (0.157 g), potassium hydroxide (0.442 g) and tetrabutyl ammonium iodide (0.486 g) were combined in dry tetrahydrofuran (25 ml) under dry nitrogen. The mixture was heated to reflux for 1 hour. The solvent was removed in vacuo, and the residue partitioned between dichloromethane (20 ml) and water (20 ml). The aqueous layer was extracted with dichloromethane (20 ml). The combined organics were washed with water (24×40 ml), dried over magnesium sulfate, filtered and the solvent removed in vacuo. Purification by column chromatography on silica eluting with 2:1 heptane:ethyl acetate gave the title compound (0.30 g) as a white solid.

Provenance & Evidence