Potassium Carbonate → HCID 67086542, compound

Participants

Reaction Conditions

Reaction Steps

Intermediate 2 (0.51 mmol), 2-chloro-quinoxaline (0.51 mmol) and K2CO3 (1.53 mmol) were taken up in DMF (0.2 M). The mixture heated to 80° C. and allowed to heat at 80° C. overnight. The mixture was cooled to room temperature, diluted with water, and extracted with diethyl ether (3×100 mL). The organics were combined, dried over MgSO4, filtered, and concentrated. The resulting crude product was purified by flash column chromatography (FCC) (50-100% EtOAc/hex) to provide 3-quinoxalin-2-yl-3,6-diaza-bicyclo[3.2.0]heptane-6-carboxylic acid tert-butyl ester (84%). MS (ESI) mass calcd. for C18H22N4O2, 326.39; m/z found, 327.2 [M+H]+. 1H NMR (400 MHz, CDCl3): 8.48 (s, 1H), 7.93-7.87 (m, 1H), 7.76-7.69 (m, 1H), 7.62-7.55 (m, 1H), 7.45-7.36 (m, 1H), 4.90 (br s, 1H), 4.41 (br s, 1H), 4.27-4.09 (m, 2H), 3.68-3.61 (m, 1H), 3.49-3.41 (m, 1H), 3.34-3.20 (m, 2H), 1.45 (br s, 9H).

Provenance & Evidence