Potassium Hydroxide → HCID 22396736, compound

Participants

Reaction Conditions

Reaction Steps

3-benzoyl-10-(4-chlorophenyl)-1,2,3,4,5,6-hexahydroazepino[4,5-b]indole and KOH (3.0 g) were stirred in ethylene glycol (10 ml) and the reaction mixture was heated at 170° C. for 1 h. The reaction mixture was cooled to RT, partitioned between H2O and EtOAc, separated, dried over MgSO4, filtered and concentrated. The product was dissolved in EtOAc and HCl (4 ml, 1N in Et2O) was added. The precipitate was filtered and recrystallized from EtOAc/MeOH to give the title compound as a solid: 1H NMR (DMSO-d6) δ 3.09, 3.18, 3.30, 4.48, 6.78, 7.08, 7.32, 7.38, 7.52, 9.60, 11.3. HRMS (FAB) calcd for C18H17ClN2 (MH+) 297.1158, found 297.1137.

Provenance & Evidence