4-Bromo-1-fluoro-2-nitrobenzene → HCID 67047850, compound

Participants

Reaction Steps

Sequentially add 3-ethynyl-5-methoxypyridine, (prepared as described in PREPARATION 10), (400 mg, 3.0 mmol), bis(triphenylphosphine)palladium (II) dichloride (0.100 g, 0.14 mmol) and copper (I) iodide (53 mg, 0.28 mmol) to a solution of 4-bromo-1-fluoro-2-nitrobenzene (616 mg, 2.8 mmol) in triethyl amine (6 mL) and heat for 2 h at 60° C. Add additional 3-ethynyl-5-methoxypyridine (100 mg, 0.75 mmol) and continue heating for 1 h. Concentrate and purify the residue by silica gel chromatography, eluting with 30:70 to 40:60 ethyl acetate:hexanes, to give the title compound as a pale yellow solid (330 mg, 43%).

Provenance & Evidence