Trimethyl borate → HCID 58557261, compound

Participants

Reaction Conditions

Reaction Steps

To the solution of 8-cyclohexyl-1-iodo-3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine (0.100 g, 0.201 mmol, prepared using GGG with 8-cyclohexyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine [WO2009152133A1], KK) in 1,4-dioxane (1 mL) was added cesium carbonate (0.131 g, 0.403 mmol), tricyclohexylphosphine (20 wt % solution in toluene, 0.045 g, 0.032 mmol), Pd2(dba)3 (0.018 g, 0.020 mmol) and trimethylborate (0.033 g, 0.262 mmol). The mixture was degassed and heated at about 85° C. for about 2 h. The catalyst was filtered off. The filtrate was concentrated and purified by RP-HPLC (Table 1, Method s) to give 8-cyclohexyl-1-methyl-3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine (0.032 g, 41%) as a clear oil: LC/MS (Table 1, Method b) Rt=3.41 min; MS m/z: 385 (M+H)+.

Provenance & Evidence