Tert-Butylamine → 8-bromo-N-(tert-butyl)-3-methylquinoxalin-2-amine

참여 물질

반응 단계

A solution of 5-bromo-3-fluoro-2-methylquinoxaline (Example 126f; 1.05 g, 4.36 mmol) and tert-butylamine (2.29 mL, 21.8 mmol) in DMSO (10 mL) was stirred at 100° C. for 2.5 h. The mixture was then diluted with DCM (150 mL) and washed with saturated aq. NaHCO3 (3×100 mL). The organic layer was separated, dried over MgSO4, filtered, and concentrated. The crude material was adsorbed onto silica and chromatographically purified (silica gel; 0-4% MeOH in DCM) to give 8-bromo-N-(tert-butyl)-3-methylquinoxalin-2-amine as an amorphous pink solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 7.82 (d, J=7.6 Hz, 1H), 7.68-7.74 (m, 1H), 7.22 (t, J=7.9 Hz, 1H), 6.17 (s, 1H), 2.55 (s, 3H), 1.58 (s, 9H). m/z (ESI, +ve ion) 294.0/296.0 (M+H)+.

출처 및 근거