Sodium Azide → HCID 60171472, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-(4-fluorophenyl)-3-[methyl(propan-2-yl)amino]quinoxaline-6-carbonitrile (150 mg, 0.47 mmol) in DMSO (10.0 mL) and water (10.0 mL) was added NaN3 (90 mg, 1.38 mmol) and ZnBr2 (51.9 mg, 0.23 mmol), and the resulting mixture was stirred for 48 h at 130° C. in an oil bath. The reaction mixture was cooled down to room temperature, diluted with water (150 mL), extracted with dichloromethane (4×40 mL), and the organic layers combined, dried over magnesium sulfate, and concentrated in vacuo to give the residue, which was purified via silica gel column chromatography (2% dichloromethane in methanol) to afford 3-(4-fluorophenyl)-N-isopropyl-N-methyl-7-(2H-tetrazol-5-yl)quinoxalin-2-amine as a light yellow solid (60 mg, 35.0%).

Provenance & Evidence