Hydrochloric Acid → HCID 178448145, compound

Participants

Reaction Steps

A mixture of (S)-tert-butyl 4-((4-isopropyl-2-oxo-3-(3-(4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)imidazolidin-1-yl)methyl)piperidine-1-carboxylate (99 mg, 0.14 mmol) and EtOH/6N aqueous HCl (1:2, 2 mL total) was heated at reflux for 2 hours. After cooling, the reaction mixture was neutralized by slow addition of saturated aqueous NaHCO3 solution. The mixture was extracted with 10% THF in dichloromethane. The combined extracts were washed with brine, dried and concentrated. The residue was purified by column chromatography (20% 7N ammonia in MeOH/dichloromethane) to give the free base, which was converted to HCl salt (38 mg, 53%) by treatment with 2N HCl in ether. LCMS (APCI+) m/z 486.8 [M+H]+.

Provenance & Evidence