Water → HCID 67277269, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-{[cis-3-{[(triisopropylsilyl)oxy]methyl}-cyclohexyl]amino}-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid (1.06 g) in dioxane (28 ml) was added triethylamine (1.33 ml) and diphenylphosphoryl azide (2.86 ml). After stirring at 120° C. for 4 hours, the reaction mixture was poured into water, and extracted with EtOAc. The organic layer was washed with brine, dried over MgSO4 and evaporated in vacuo. The residue was purified by column chromatography on silica gel with n-hexane:EtOAc=60:40-35:65 to give 1-[cis-3-{[(triisopropylsilyl)oxy]methyl}cyclohexyl]-3,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2(1H)-one (970 mg) as a yellow powder.

Provenance & Evidence