Ammonium Hydroxide → HCID 58381979, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-(3-(6-(hydroxymethyl)-7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)propyl)acetamide (0.128 g, 0.287 mmol) in MeOH (3 mL) at rt was added 30 wt % aqueous NH4OH (0.37 mL, 2.87 mmol) and the mixture was heated to about 60° C. for about 30 min. The mixture was cooled to about 0° C. and was sonicated to provide a solid which was collected by filtration. The solid material was taken up in EtOAc (15 mL) and washed with water (10 mL). The organics were dried over anhydrous MgSO4, filtered and concentrated in vacuo. The resulting residue was purified by a 12 g silica column eluting with 0 to 10% MeOH in DCM to provide N-(3-(7-(5-methoxy-1-methyl-1H-indol-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)propyl)acetamide (0.025 g, 21%): LC/MS (Table 2, Method c) Rt=1.25 min; MS m/z 417 (M+H)+. Syk IC50=A

Provenance & Evidence