Phenylboronic Acid → HCID 11237417, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-Chloro-N-methyl-3-[4-(4-trifluoromethyl-phenyl)-piperazine-1-carbonyl]-benzenesulfonamide (Example M; 30 mg, 0.065 mmol) in dioxane (2 ml) was added phenylboronic acid (12 mg, 0.098 mmol) followed by potassium fluoride (12 mg) and bis(tri-t-butylphosphine) palladium. The reaction mixture was then stirred for 19 hours at 90° C. After such time were added again (every 24 hours) the same amounts of phenylboronic acid, potassium fluoride, and bis(tri-t-butylphosphine) palladium After 3 days, the reaction mixture was diluted with ethyl acetate, filtered and concentrated in vacuo. The residue was purified by preparative HPLC (MeCN, H20+0.005 N HCOOH) to yield the title compound (7.4 mg). (M+H+: 504.4.)

Provenance & Evidence