Hydrochloric Acid → 2-(2,3,4,5-Tetrahydroazepino[4,5-b]indol-6(1h)-yl)acetamide hydrochloride

Participants

Reaction Steps

tert-Butyl 6-(2-amino-2-oxoethyl)-1,4,5,6-tetrahydroazepino[4,5-b]indole-3(2H)-carboxylate (0.0233 g, 0.0678 mmol) was dissolved in CH2Cl2 (2 mL) at rt. CF3CO2H (0.8 mL) was added, then the reaction mixture was stirred for 30 min. The reaction mixture was concentrated to give a crude product (0.0288 g). The crude product was dissolved in EtOAc (1 mL), 1 N HCl in Et2O (2 mL) was added, and the precipitated salt was collected by filtration. 2-(2,3,4,5-Tetrahydroazepino[4,5-b]indol-6(1H)-yl)acetamide hydrochloride (0.0151 g) was obtained in 80% yield. 1H NMR (300 MHz, DMF-d7) δ 3.29-3.33, 3.40-3.43, 3.50-3.58, 4.97, 7.07, 7.15, 7.45, 7.53; MS (ESI+) for C14H17N3O m/z 244.1 (M+H)+.

Provenance & Evidence