4-Bromobenzenesulfonamide → HCID 59304407, compound

Participants

Reaction Steps

According to general procedure B, 4-bromobenzenesulfonamide (472 mg, 2.0 mmol), 5-cyano-1-methyl-1H-pyrrol-2-ylboronic acid (360 mg, 2.4 mmol), potassium fluoride (350 mg, 6.0 mmol), and tris(dibenzylideneacetone)-dipalladium (48 mg, 0.05 mmol) were placed in an oven dried flask under nitrogen and dry THF (5 mL) was added. Tri-t-butylphosphine (0.30 mL, 0.1 mmol, 10 wt % in hexane) was added and the reaction was stirred for 16 hours. Purification afforded 4-(5-cyano-1-methyl-1H-pyrrol-2-yl)benzenesulfonamide (190 mg). MS (ES) m/z 261.8; HPLC purity 99.6% at 210-370 nm, 7.1 min.; the Xterra® RP18 column, 3.5μ, 150×4.6 mm column, 1.2 mL/min., 85/15-5/95 (ammonium formate buffer pH=3.5/ACN+MeOH) for 10 min., hold 4 min.

Provenance & Evidence