Hydrochloric Acid → HCID 89782041, compound

Participants

Reaction Steps

A mixture of 1-(3-(tert-butylamino)-2-fluoroquinoxalin-5-yl)ethanone (343b) (300 mg, 1.14 mmol) in 4 M HCl in dioxane (2.87 mL, 11.48 mmol) was stirred at RT for 16 h under a drying tube. Lcms indicated the reaction was not completed. The reaction mixture was heated at 70° C. for 1.5 h. The reaction was quenched with saturated aq. NaHCO3 (200 mL), diluted with DCM (100 mL), added to a separatory funnel, and extracted with DCM (3×100 mL) before the organic layer was separated, dried over Na2SO4, and concentrated to give 1-(3-(tert-butylamino)-2-chloroquinoxalin-5-yl)ethanone (345a, 285 mg, 1.02 mmol, 89% yield) as a yellow solid. 1H NMR (400 MHz, CDCl3) δ ppm 1.57 (s, 9H) 2.86 (s, 3H) 5.73 (br. s., 1H) 7.39 (t, J=8.02 Hz, 1H) 7.83 (dd, J=7.43, 1.56 Hz, 1H) 7.89 (dd, J=8.22, 1.57 Hz, 1H). MS (ESI, pos. ion) m/z: 278.2 (M+1).

Provenance & Evidence