Potassium Carbonate → HCID 90411876, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 4-bromo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (10.00 g, 29.7 mmol), 5-fluoro-2-methoxyphenylboronic acid (5.54 g, 32.6 mmol), 2M aqueous potassium carbonate (66.7 mL, 133 mmol), and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct (1.453 g, 1.779 mmol) in 1,2-dimethoxyethane (250 mL) was degassed with nitrogen and heated at 100° C. for 1.5 hours. The mixture was diluted with ethyl acetate and washed with aqueous sodium bicarbonate (twice) and brine. The organic layer was dried over magnesium sulfate, filtered, concentrated, and purified on silica gel using an ISCO Companion flash system eluting with heptane/ethyl acetate (75:25 to 60:40) to afford the title compound. MS (ESI+) m/z 383.1 (M+H)+.

Provenance & Evidence