Water → HCID 21833055, compound

Participants

Reaction Conditions

Reaction Steps

2-[(Pyridin-4-yl)carbonyl]-4-bromo-7-methoxybenzofuran (3.3 g), triphenylphosphine (1 g), bis(triphenylphosphine)palladium(II)chloride (0.47 g), triethylamine (14 ml), tetrahydrofuran (150 ml) and water (57 ml) were combined in a Parr pressure reactor. The vessel was purged with carbon monoxide, charged to 180 psi with carbon monoxide and then heated to 80° C. with stirring for 3 days. On cooling and release of pressure the tetrahydrofuran was removed in vacuo. The remaining aqueous mixture was basified to pH14 with 1N sodium hydroxide solution (250 ml) and washed with ethyl acetate (200 ml). The aqueous layer was then acidified to pH5 with acetic acid under ice bath cooling. The resulting precipitate was collected by filtration and dried to give a beige solid (2.97 g).

Provenance & Evidence