Sodium Carbonate → (1S,2R)-3-Chloro-4'-(1-ethyl-2-hydroxy-4-pyridin-3-ylbutoxy)biphenyl-4-carbonitrile

Participants

Reaction Conditions

Reaction Steps

Prepared according to the method described in Example 12b) from (1S,2R)-4-[2-(tertbutyldimethylsilanyloxy)-1-ethyl-4-pyridin-3-yl-butoxy]benzeneboronic acid (0.18 g, Example 88b)), 4-bromo-2-chlorobenzonitrile (0.18 g), 2M aqueous sodium carbonate (0.48 ml) and tetrakis(triphenylphosphine)palladium (0) (0.012 g) in ethanol (3 ml) with heating at 90 ° C. for 4 hours. The residue was purified by column chromatography eluting with a gradient of 50-1 00% ethyl acetate in isohexane to give the title compound as a solid (0.125 g).

Provenance & Evidence