Hydrochloric Acid → HCID 58382024, compound

Participants

Reaction Steps

8-Ethyl-1-methyl-7-(4-(2-methyl-1,3-dioxolan-2-yl)phenyl)-6-((2-(trimethylsilyl)ethoxy)methyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine (0.147 g, 0.298 mmol, prepared using D from Preparation #5 with (E)-styreneboronic acid, E, F, G, I, J.2 with Ac2O and L.1 with mercury(II) trifluoracetate) was dissolved in acetone (10 mL) then HCl (5.0 N aqueous, 3.0 mL, 15 mmol) was added. The mixture was stirred at rt for about 1 h. The mixture was concentrated under reduced pressure then treated with saturated aqueous NaHCO3 (5 mL) and water (10 mL). The layers were separated then the aqueous mixture was extracted with DCM (25 mL then 2×10 mL). The combined organic layers were dried over anhydrous MgSO4, filtered and concentrated under reduced pressure to give 1-(4-(8-ethyl-1-methyl-6-((2-(trimethylsilyl)ethoxy)methyl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-7-yl)phenyl)ethanone (0.092 g, 69%): LC/MS (Table 2, Method a) Rt=3.30 min; MS m/z 449 (M+H)+.

Provenance & Evidence