Sodium Bicarbonate → 5-Bromo-2'-chloro-3,4'-bipyridine

Participants

Reaction Conditions

Reaction Steps

A solution of 9.63 g (33.9 mmol) 3-bromo-5-iodopyridine, 4.85 g (30.8 mmol) 2-chloro-pyridine-4-boronic acid and 3.11 g (37.0 mmol) sodium bicarbonate in 120 ml DMF and 30 ml water is heated to 80° C. under nitrogen. 433 mg (0.616 mmol) bis-(triphenylphosphine)-palladium(II)-chloride are added and the mixture is stirred for 4 hrs at 80° C. Water is added to the reaction mixture and the resulting precipitate is filtered off and washed well with water. The residue is dried under vacuum and recrystallized from 2-propanol yielding 5-bromo-2′-chloro-[3,4′]bipyridinyl as brown crystals; HPLC-MS: 2.16 min, [M+H] 271.

Provenance & Evidence