Sodium Carbonate → HCID 9924400, compound

Participants

Reaction Steps

The title compound (40 mg, 16%, white foam) was prepared from [2-(4-bromophenoxy)propyl][(methylethyl)sulfonyl]amine (239 mg, 0.711 mmol, prepared in example 1), 4-methylbenzeneboronic acid (116 mg, 0.853 mmol), dichlorobis(triphenylphosphine)palladium(II) (20 mg, 0.028 mmol), 2 M sodium carbonate (255 mg in 1.2 mL water), and 1,2-dimethoxyethane (4.75 mL) in a manner analogous to the procedure described in Example 8. The crude material was purified utilizing a Chromatotron® with a 2000 μm rotor in a 1:1 hexane:ethyl acetate solvent system, yielding 207 mg of a co-eluting mixture of unreacted starting material and title compound. This mixture was further purified is by reverse phase chromatography on a Vydac C-18 column on a gradient of 5 to 70% of 0.1% trifluoroacetic acid/acetonitrile in water over 45 minutes at 200 mL/min elution rate.

Provenance & Evidence