Hydrochloric Acid → HCID 58558187, compound

Participants

Reaction Conditions

Reaction Steps

To solution of ethyl 3-(1-cyclohexyl-6-tosyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)propanoate (0.031 g, 0.063 mmol, prepared using W from Example #12 Step A) in 1,4-dioxane (3 mL) was added NaOH (2 N aqueous, 1.57 mL, 3.13 mmol). The reaction mixture was heated to about 65° C. After about 2 h, the reaction mixture was cooled to ambient temperature and the pH of the mixture was adjusted to about 1 with 1 N aqueous HCl. The reaction mixture was concd in vacuo and purified by chromatography on silica gel (12 g) eluting with 2-10% MeOH in DCM to provide 3-(1-cyclohexyl-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-3-yl)propanoic acid (0.005 g, 26%) as a tan solid: LC/MS (Table 1, Method a) Rt=1.68 min; MS m/z: 313 (M+H)+.

Provenance & Evidence