Triacetoxyperiodinane → HCID 178457815, compound

Participants

Reaction Conditions

Reaction Steps

(E)-4-Fluoro-N-(6-(2-hydroxyethoxy)-1-(cis-4-(isopropylcarbamoyl)cyclohexyl)-1H-imidazo[4,5-e]pyridin-2(3H)-ylidene)benzamide (0.043 g, 0.089 mmol) was suspended in DCM (3.56 mL) under nitrogen, and the reaction flask was cooled to 0° C. To the flask was added Dess-Martin periodinane (0.057 g, 0.133 mmol), and the reaction was allowed to warm to RT and stirred for 1 hour. The reaction was quenched with aqueous NaHCO3 (8 mL) and sodium thiosulfate (85 mg). The product was extracted with 5% MeOH/DCM. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo to afford (E)-4-fluoro-N-(1-(cis-4-(isopropylcarbamoyl)cyclohexyl)-6-(2-oxoethoxy)-1H-imidazo[4,5-e]pyridin-2(3H)-ylidene)benzamide as a light pink solid. MS m/z=482.0 [M+H], calc 481.52 for C25H28FN5O4.

Provenance & Evidence