Tetrahydrofuran → HCID 15986728, compound

Participants

Reaction Steps

To a solution of 1-[3-(4-aminoxanthen-9-ylidene)-8-azabicyclo[3.2.1]oct-8-yl]-2,2,2-trifluoro-ethanone 1l (100 mg, 0.25 mmol) in dioxane (6 mL) was added 3-bromopyridine (0.05 mL, 0.5 mmol), 1M potassium tert-butoxide in tetrahydrofuran (1.2 mL, 1.2 mmol), Pd2(dba)3 (9 mg, 0.0125 mmol) and Xanthphos (4.5 mg, 0.0125 mmol). The mixture was irradiated in a microwave reactor for 30 min at 120° C. The mixture was allowed to cool to rt, water was added, and the mixture was extracted with ethyl acetate. The organic phase was separated, dried over Na2SO4, filtered, and evaporated. The residue was purified via reverse phase chromatography to yield 15 mg (12%) of title compound 62 as a TFA salt.

Provenance & Evidence