Benzyl azide → HCID 68665329, compound

Participants

Reaction Steps

To a solution of (azidomethyl)benzene (16 mg, 0.12 mmol) in t-butyl alcohol (0.12 mL) and water (0.12 mL), under argon, was added 3-{[1-ethynyl-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-4-yl]amino}propan-1-ol as prepared in example 30 (40 mg, 0.12 mmol), copper sulfate (0.2 mg, 0.0012 mmol) and a freshly prepared 1M aqueous solution of sodium ascorbate (0.012 mL, 0.012 mmol). After 18 h at room temperature, a white precipitate was formed. Water was added to the reaction mixture then cooled with an ice bath. The precipitate was filtered, washed with cold water and then dried under vacuum. The crude product was purified by preparative TLC (silica gel, ethyl acetate) to afford the title compound (4 mg, 7%) as a white solid.

Provenance & Evidence