4-(Pyridin-4-yl)benzoic acid → HCID 22329715, compound

Participants

Reaction Steps

A stirred suspension of 4-(4-pyridyl)benzoic acid (133 mg, 0.67 mmol) in dimethylformamide (5 ml) was treated sequentially with 1-hydroxybenzotriazole hydrate (HOBT, 108 mg, 0.8 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDAC, 153 mg, 0.8 mmol) and 1-(5-chlorobenzo[b]furan-2-ylsulphonyl)piperazine (201 mg, 0.67 mmol). After stirring overnight the solvent was removed in vacuo and the residue chromatographed (Merck Art 9385 silica, eluting with dichloromethane containing 2% v/v of methanol) to yield 1-(5-chlorobenzo[b]furan-2-ylsulphonyl)-4-[4-(4-pyridyl)benzoyl]piperazine as a colourless solid (40 mg), 1H NMR (CDCl3) 3.2-3.4 ppm (broad s, 4H), 3.6-4.0 ppm (broad s, 4H), 7.35 ppm (s, 1H), 7.5 ppm (m, 6H), 7.7 ppm (m, 3H), 8.7 ppm (d, 2H), MS (M+H)+ 482/484.

Provenance & Evidence