Sodium t-butoxide → HCID 178454100, compound

Participants

Reaction Conditions

Reaction Steps

Tert-butyl(trans-3-(2-(2-chloropyridin-3-yl)-2-methylpropanamido)cyclobutyl)carbamate (1074 mg, 2.92 mmol), sodium t-butoxide (561 mg, 5.84 mmol), and chloro(2-dicyclohexylphosphino-2′,6′-di-1-propoxy-1,1′-biphenyl)[2-(2-aminoethyl-phenyl)]palladium(ii) methyl tert-butyl ether adduct (143 mg, 0.175 mmol) were sealed in a round-bottomed flask under nitrogen. Dry dioxane (5 mL) was added and the reaction heated at 80° C. After 2 hours, the mixture was cooled and partitioned between ethyl acetate, water, and saturated ammonium chloride. The organic was dried with magnesium sulfate and evaporated to dryness to give tert-butyl(trans-3-(3,3-dimethyl-2-oxo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-1-yl)cyclobutyl)carbamate (980 mg, 2.96 mmol, quantitative) as light-yellow solid.

Provenance & Evidence