Water → HCID 59494348, compound

Participants

Reaction Conditions

Reaction Steps

Potassium carbonate (207 mg), isopropenylboric acid pinacol ester (228 μl) and bis(diphenylphosphino)ferrocene dichloropalladium(II) (36.6 mg) were added to a solution of tert-butyl {[4-bromo-1-(3-methoxypropyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]methyl}cyclopropylcarbamate (219 mg) in 1,4-dioxane (14.5 ml) and the mixture was stirred under argon atmosphere at 110° C. for 19 hours. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate and saturated brine successively, dried over magnesium sulfate and concentrated in vacuo. The resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=6/1 to 3/7) to give tert-butyl cyclopropyl{[4-isopropenyl-1-(3-methoxypropyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]methyl}carbamate (173 mg) as a pale yellow oil.

Provenance & Evidence