Dimethyl Sulfoxide → HCID 178517717, compound

Participants

Reaction Steps

A solution of 2-(4-fluorophenyl)-3-(2-methanesulfonylpyrimidin-4-yl)-imidazo[1,2-a]pyrazine (Preparation #4, 0.050 g, 0.14 mmol), 3-aminoquinuclidine dihydrochloride (0.054 g, 0.27 mmol), DIEA (0.047 mL, 0.27 mmol), and DMSO (1 mL) were shaken at about 80° C. for about 24 h. Additional DIEA (0.100 mL) was added to the mixture. The mixture was concentrated in vacuo to remove DMSO. The material was treated with saturated solution of NaHCO3 (30 mL) and EtOAc (50 mL). The layers were separated, and the aqueous layer was washed sequentially with EtOAc (3×50 mL) and DCM (50 mL). The combined organic layers were dried over MgSO4 and concentrated. The mixture was triturated in EtOAc and filtered to yield the title compound (0.007 g, 20%): LC/MS (Table 1, Method b) Rt=1.3 min; MS m/z: 308.2 (M+H)+.

Provenance & Evidence