Stannane, tributyl(1-ethoxyethenyl)- → HCID 58119338, compound

Participants

Reaction Steps

To a solution of methyl 5-bromopyridine-2-carboxylate (5.0 g, 23.1 mg) in dioxane (80 ml) was added Pd(PPh3)4 (1.34 g, 1.16 mmol) and tributyl(1-ethoxyethenyl)stannane (8.60 ml, 25.5 mmol). After stirring the reaction mixture at reflux temp for overnight, the mixture was diluted with ethyl acetate, washed with 10% KF solution (aqueous), filtered though celite, dried, concentrated, and separated by HPLC (8-70% EtOH in hexane) to give methyl 5-(1-ethoxyethenyl)pyridine-2-carboxylate (4.8 g). LCMS: [M+H]+=208.2

Provenance & Evidence