4'-METHYLSULFANYL-BIPHENYL-3-CARBOXYLIC ACID synthesis

Yield:728918-92-1 91%

Reaction Conditions:

with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium phosphate in tetrahydrofuran at 75; for 18 h;Inert atmosphere;

Steps:

General procedure B - Anhydrous conditions

General procedure: The halo aryl (1.0 equiv) was dissolved in anhydrous THF. The aryl boronic acid or aryl boronic ester(1.5 equiv) and inorganic base (5.0 equiv) were added. The solution was degassed by vacuum/Argoncycles (10 times), before addition of a palladium catalyst (10 mol%) and further degassed (5 times).The resulting mixture was stirred at 75-90 °C under an inert atmosphere for 16-20 hours. The reactionmixture was filtered through Celite and diluted with water (approx. 30 mL) before washing with ethylacetate (3 x 30 mL). If not stated otherwise, the aqueous phase was concentrated under reducedpressure and applied to a C18 precolumn before purification on a 10 g or 60 g C18 column with agradient of acetonitrile in water (10-80%) to yield the desired molecule.

References:

Akhter, Sundus;Lund, Bjarte Aarmo;Ismael, Aya;Langer, Manuel;Isaksson, Johan;Christopeit, Tony;Leiros, Hanna-Kirsti S.;Bayer, Annette [European Journal of Medicinal Chemistry,2018,vol. 145,p. 634 - 648] Location in patent:supporting information