2-Bromopyridine-5-carbaldehyde

Chemical Properties

Uses

Uses

Synthesis

154321-32-1

149806-06-4

General procedure for the synthesis of 2-bromo-5-formylpyridine (Intermediate 1b) from 2-bromo-5-(dibromomethyl)pyridine (Intermediate Ia, 3.650 g, 11.07 mmol): a mixture of Intermediate Ia with calcium carbonate (2.437 g, 24.35 mmol) in water (80 ml) was stirred and reacted for 16 hours at 105 °C. After completion of the reaction, the mixture was cooled to room temperature, diluted with water and extracted twice with ethyl acetate (EtOAc). The organic phases were combined, washed sequentially with water and saturated sodium chloride (NaCl) solution, dried over anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to give Intermediate 1b (1.890 g, 92% yield). The product was characterized by 1H NMR (500 MHz, CDCl3): δ 10.05 (s, 1H), 8.78 (d, J = 2.2 Hz, 1H), 7.98 (dd, J = 8.2,2.4 Hz, 1H), 7.65 (d, J = 8.2 Hz, 1H).

References