Trimethylsilyl iodide → 1-(2,3-Dihydrobenzofuran-5-yl)-n-(5-methyl-6-(5-methyl-6-oxo-1,6-dihydropyridin-3-yl)pyridin-2-yl)cyclopropanecarboxamide

Participants

Reaction Steps

To 1-(2,3-dihydrobenzofuran-5-yl)-N-(6′-methoxy-3,5′-dimethyl-2,3′-bipyridin-6-yl)cyclopropanecarboxamide (98 mg, 0.24 mmol) in acetonitrile (4 mL) at 50° C. was added iodotrimethylsilane (95 mg, 0.5 mmol). The reaction was heated for one hour before being quenched with methanol (1 mL). The reaction was diluted with dichloromethane (15 mL) and washed with an aqueous saturated sodium bisulfite solution (2×15 mL). The organics were dried over sodium sulfate and evaporated to dryness. The resulting white solid was purified by silica gel chromatography (eluting with 0-10% methanol in ethyl acetate) to yield the product (74 mg, 76%) as a white solid. ESI-MS m/z calc. 401.46. found 402.5 (M+1)+. Retention time 1.47 minutes.

Provenance & Evidence