Hydrochloric Acid → HCID 68090910, compound

Participants

Reaction Steps

To a stirred solution of (S)-3-(3-(4-(1H-imidazol-2-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-isopropyl-1-(piperidin-4-ylmethyl)imidazolidin-2-one (Example 21; 2.1 mg, 0.0043 mmol) and formaldehyde (37% aqueous solution, 0.003 mL, 0.04 mmol) in MeCN (0.5 mL) was added NaBH3CN (0.8 mg, 0.42 mmol), and the reaction mixture was stirred at ambient temperature for 1 hour. The reaction mixture was diluted with dichloromethane, washed with saturated aqueous NaHCO3 solution and brine, dried and concentrated. The residue was purified by column chromatography (dichloromethane:7N ammonia in MeOH, 10:1) to give the free base, which was converted to dihydrochloride salt by treatment with 4N HCl in dioxane. LCMS (APCI+) m/z 499.8 [M+H]+.

Provenance & Evidence