Tert-Butylamine → HCID 89782204, compound

Participants

Reaction Steps

A solution of 5-bromo-3-chloro-2-(trifluoromethyl)quinoxaline (239 mg, 0.767 mmol) and 2-methylpropan-2-amine (243 μl, 2.302 mmol; Aldrich) in DMSO (7.6 ml) was stirred at 100° C. for 7 h (more 2-methylpropan-2-amine (243 μl, 2.302 mmol) was added after 3 h). The mixture was then diluted with DCM (150 ml), added to a separatory funnel, and washed with saturated aq. NaHCO3 (2×100 ml) before the organic layer was separated, dried over Na2SO4, and concentrated. Purification by silica gel (100% hexanes to 20% EtOAc in hexanes) provided 8-bromo-N-(tert-butyl)-3-(trifluoromethyl)quinoxalin-2-amine (224d, 77% yield) as a light yellow solid. MS (ESI, pos. ion) m/z: 348.0/350.2 (M+1).

Provenance & Evidence