Hydrochloric Acid → HCID 57863254, compound

Participants

Reaction Steps

Tert-butyl 3-(1-(dimethylcarbamoyl)spiro[indoline-3,4′-piperidine]-1′-yl)-8-azabicyclo[3.2.1]octane-8-carboxylate hydrochloride 6ac (0.850 g, 1.683 mmol) was dissolved in MeOH (5 mL) followed by dioxane (40 mL) and treated with 4N HCl in dioxane (4.21 mL, 16.83 mmol). The reaction was allowed to stir overnight (complete conversion). The mixture was diluted with Et2O (150 mL) and filtered. The precipitate was washed with EtOAc (3×30 mL) and dried to provide 1′-(8-azabicyclo[3.2.1]octan-3-yl)-N,N-dimethylspiro[indoline-3,4′-piperidine]-1-carboxamide 6ad bis-hydrochloride as an off white solid (95% purity by LC/MS). This material was used for the next step without further purification. LC/MS m/z 369.0 [M+H]+ retention time 1.04 minutes (10-99% CH3CN—H2O gradient with 0.03% TFA, 5 min)

Provenance & Evidence