Acetic Acid → N-[3-Fluoro-4-({3-methyl-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}oxy)phenyl]acetamide

Participants

Reaction Conditions

Reaction Steps

100 mg (0.19 mmol) of N-[4-({3-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-4-yl}oxy)-3-fluorophenyl]acetamide are dissolved in dioxane (2.5 ml). The solution is degassed and vented with argon. 0.29 ml (0.58 mmol) of a 2M solution of dimethylzinc in toluene and 7.9 mg (0.01 mmol) of [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride/methylene dichloride complex are added, and the mixture is heated at 100° C. for 2.5 hours. The mixture is allowed to cool to RT, acetic acid and 1M hydrochloric acid are added and the aqueous phase is extracted with ethyl acetate. The combined organic phases are dried over sodium sulfate and the solvent is removed under reduced pressure. The residue is purified by preparative HPLC.

Provenance & Evidence