It is used in organic syntheses and as pharmaceutical intermediates. The best results were obtained with lactams that could be introduced on the 6-bromoimidazo[1,2-a]pyridine. 1,2-dihydro-5-imidazo [1,2-a]pyridin-6-yl-6-methyl-2-oxo-3-pyridinecarbonitrile hydrochloride monohydrate 6 was synthesized in 5 steps from 6-bromoimidazo[1,2-a] pyridine using [2- 14 C] cyanoacetamide as the source of the radiolabel.
(1) Preparation of 6-bromoimidazo[1,2-a]pyridine (4): 2.00 g of 2-amino-5-bromopyridine (3) was dissolved in 35 mL of ethanol, and 2.52 mL of 6.1 mol/L aqueous chloroacetaldehyde solution was added. The reaction mixture was heated to reflux for 3 hours. After completion of the reaction, the reaction mixture was concentrated and saturated aqueous NaHCO3 solution was added to the residue and extracted with ethyl acetate. After conventional post-treatment, 2.30 g of 6-bromoimidazo[1,2-a]pyridine was obtained as a brown powder (yield: 100%).LCMS (ESI) m/z (M + H)+: 368.93.
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