2-Bromobenzonitrile → HCID 19008910, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-butyl-3-(6-tributylstannanyl-naphthalen-1-yl)-3H-imidazo[4,5-b]pyridine (310 mg, 0.56 mmol) in anhydrous dioxane (1.5 mL) was added 2-bromobenzonitrile (109 mg, 0.6 mmol) and PdCl2 (PPh3)3 (44 mg, 0.06 mmol). The reaction mixture was heated under reflux for 17 hours, cooled to 23° C. and concentrated in vacuo. The crude residue was chromatographed on SiO2 -gel using 30% ethyl acetate/hexanes to give 85 mg of the desired product. 1H NMR (250 MHz, CDCl3): d 8.28 (d, 1 H), 8.25 (s, 1 H), 8.17 (dd, 2 H), 7.60 (m, 7 H), 7.28 (m, 2.70 (t, 2 H), 1.76 (m, 2 H), 1.32 (m, 2 H), 0.83 (t, 3 H).

Provenance & Evidence