Water → N-tert-butyl-2-(6-fluoro-1-(2,2,2-trifluoroethyl)-1H-indazol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide

Participants

Reaction Conditions

Reaction Steps

To a mixture of N-tert-Butyl-2-(6-fluoro-1H-indazol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (60 mg, 0.12 mmol) and potassium carbonate (100 mg, 0.72 mmol) in 10 mL of DMF was added 2-iodo-1,1,1-trifluoroethane (0.5 mL, 5.07 mmol). The reaction mixture was heated to 80° C. for 3 hours. After cooling to room temperature, 50 mL of water were added, and the mixture was extracted with ethyl acetate (2×50 mL), combined organics dried with sodium sulphate, filtered and concentrated to give N-tert-butyl-2-(6-fluoro-1-(2,2,2-trifluoroethyl)-1H-indazol-3-yl)-5-((2-(trimethylsilyl)ethoxy)methyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxamide (60 mg, crude). LCMS: (M+H)+=565; (M+Na)+=587. Crude material used in the next step without further purification.

Provenance & Evidence