Pyrazolo[1,5-a]pyridine, 3-bromo-6-chloro-2-(4-fluorophenyl)- → HCID 9909053, compound

Participants

Reaction Steps

3-Bromo-6-chloro-2-(4-fluorophenyl)pyrazolo[1,5-a]pyridine (397 mg, 1.22 mmol), 4-(tri-n-butylstannyl)phenylsulfonamide (1.09 g), bis(diphenylphosphino)butane palladium(II) dichloride (100 mg) and silver oxide (283 mg) were stirred in anhydrous dioxan (15 ml) at reflux for 24 h. After cooling, the concentrated reaction mixture was taken up in DCM and concentrated onto silica gel which was loaded onto an SPE column and eluted with cyclohexane:ethyl acetate (8:1). This gave a white solid which was triturated with cyclohexane and filtered to give the title compound as a white solid (165 mg, 34%). MH+ 400 1H NMR (DMSO) δ 7.27 (2H, t, J 8 Hz); 7.4 (3H, m); 7.52 (4H, m); 7.7 (1H, d, J 9 Hz); 7.87 (2H, d, J 8 Hz); 9.18 (1H, s); Tlc SiO2 cyclohexane:ethyl acetate (3:1) Rf 0.12 detection uv254.

Provenance & Evidence