Hydrochloric Acid → HCID 89785125, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 8-bromo-N-(tert-butyl)-3-(trifluoromethyl)quinoxalin-2-amine (206 mg, 0.592 mmol), tributyl(1-ethoxyvinyl)stannane (300 μl, 0.888 mmol; Aldrich), and Pd(PPh3)4 (0) (68.4 mg, 0.059 mmol) in toluene (5.9 ml) was heated to 100° C. for 8 h; more Pd(PPh3)4 (0) (68.4 mg, 0.059 mmol) and tributyl(1-ethoxyvinyl)stannane (300 μl, 0.888 mmol) were added and the reaction was stirred at 100° C. for another 16 h. Concentrated HCl (61.6 μl, 0.740 mmol) was then added, and the resulting mixture was concentrated onto silica gel. Chromatographic purification (silica gel, 100% hexanes to 10% EtOAc in hexanes) provided 1-(3-(tert-butylamino)-2-(trifluoromethyl)quinoxalin-5-yl)ethanone (224e, >99% yield) as a light yellow solid. MS (ESI, pos. ion) m/z: 312.2 (M+1).

Provenance & Evidence