Tert-Butylamine → HCID 89781992, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 1-(3-fluoro-2-methylquinoxalin-5-yl)ethanone (126g) (13 g, 63.7 mmol) in DMSO (100 mL) was added t-BuNH2 (33.7 mL, 318 mmol). The reaction mixture was heated in an oil bath at 65° C. for 4 h. It was cooled to RT, treated with 100 mL of ice cold water. The precipitated light orange solid was collected, washed with water (2×15 mL), dried in a vacuum oven at 35° C. for 18 h to give 1-(3-(tert-butylamino)-2-methylquinoxalin-5-yl)ethanone (606a) (14.96 g, 91% yield) which was used in the next step without further purification. 1H NMR (400 MHz, CDCl3) δ ppm 7.90 (dd, J=8.12, 1.66 Hz, 1H), 7.76 (dd, J=7.34, 1.66 Hz, 1H), 7.35 (t, J=7.73 Hz, 1H), 4.81 (br., 1H), 2.88 (s, 3H), 2.53 (s, 3H), 1.57 (s, 9H). m/z (ESI, +ve) 258.2 (M+H)+.

Provenance & Evidence