5-Methyl-2-(tri-n-butylstannyl)pyridine → HCID 58188123, compound

Participants

Reaction Steps

A mixture of 3-bromo-N-((6-methylpyridin-3-yl)methyl)-5-(trifluoromethoxy)benzamide (60 mg, 0.15 mmol), 5-methyl-2-(tributylstannyl)pyridine (0.1 mL, 0.3 mmol), tetrakis(triphenylphosphine)palladium(0) (20 mg, 0.02 mmol) and toluene (4 mL) under argon was subjected to microwave irradiation at 120° C. for 2 hours. LC-MS indicated strong peak of starting material. The mixture was degassed with nitrogen and re-applied to microwave irradiation at 120° C. for 2 hours. The mixture was cooled to room temperature and concentrated in vacuo. The residue was purified via preparative HPLC (100×21.2 mm C18 column, CH3CN/water[10 mM Et2NH]) to afford the desired product as a white solid.

Provenance & Evidence