Toluene → HCID 178456375, compound

Participants

Reaction Steps

A mixture of 120 mg (0.29 mmol) of [4-(5-bromo-pyridin-2-yloxy)-cyclohexyl]-(4-isopropyl-piperazin-1-yl)-methanone, 69 mg (0.44 mmol) of 3,4-difluorophenylboronic acid, 34 mg (0.03 mmol) of tetrakis(triphenylphosphine)palladium, and 93 mg (0.88 mmol) of sodium carbonate, 1.5 ml of toluene and 0.5 ml of water was refluxed for 5 hr under Ar. The mixture was diluted with AcOEt, washed with saturated NaHCO3 solution and brine, dried over MgSO4, and evaporated. The residue was purified by column chromatography on silica eluting with cyclohexane and ethyl acetate=from 100:0 to 4:1. The combined product fractions were evaporated to dryness to yield 22 mg (17%) of the title compound. MS (m/e): 444.2 (MH+).

Provenance & Evidence