Dichloromethane → HCID 71117035, compound

Participants

Reaction Steps

To a round bottom flask was added tert-butyl 3-[1-(2,2-dimethylpropyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl]-4-hydroxypiperidine-1-carboxylate (20-5) (25 mg, 0.060 mmol), DCM (1 mL), and Dess-MartinPeriodinane (27.9 mg, 0.066 mmol), and the resulting mixture was then stirred under an atmosphere of nitrogen at room temperature for 15 hours. The reaction mixture was then suspended in EtOAc, and washed with a saturated solution of Na2S2O3, followed by a saturated solution of sodium bicarbonate, then water, and finally brine. Organics dried over sodium sulfate, filtered & concentrated to give crude tert-butyl 3-[1-(2,2-dimethylpropyl)-3-methyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-5-yl]-4-oxopiperidine-1-carboxylate (22-1). LRMS (M+H)+: observed=417.4, calculated=417.5.

Provenance & Evidence