Potassium Phosphate, Tribasic → HCID 58443288, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 3-fluorophenylboronic acid (0.776 g, 5.5 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.140 g, 0.15 mmol), tricyclohexylphosphine (0.087 g, 0.31 mmol), and 2,5-dichloro-4-iodopyridine 20 (1.5 g, 5.6 mmol) was added dioxane (15 mL) and a solution of potassium phosphate (2.0 g, 9.6 mmol) in water (7.5 mL). The reaction mixture was degassed by bubbling nitrogen through the solution for 10 min, and the reaction mixture was heated to 95° C. After 2 h, the reaction mixture was diluted with EtOAc, washed with water (1×), brine (1×), dried over MgSO4, filtered through a pad of silica gel (1.5 cm), and concentrated. Purification by flash column chromatography on silica gel (5% to 10% EtOAc in hexanes) gave 2,5-dichloro-4-(3-fluorophenyl)pyridine.

Provenance & Evidence