- Production Method of Alpidem
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Alpidem (CAS NO.: ), with other name of Imidazo(1,2-a)pyridine-3-acetamide, 6-chloro-2-(4-chlorophenyl)-N,N-dipropyl-, could be produced through many synthetic methods.
One synthesis routes is as below, which has four steps:
1) 4-Chloro-2-bromoacetophenone (I) is condensed with 2-amino 5-chloropyridine (II) to give 6-chloro-2-(4-chlorophenyl)imidazo[1,2-a]pyridine (III).
2) The above compound is reacted with formaldehyde and dimethylamine under Mannich conditions affording the 3-dimethylaminomethyl derivative (IV), which is subsequently quaternized with methyl iodide to afford the quaternary iodide (V).
3) Displacement of trimethylamine from salt (V) with cyanide ion leads to formation of the nitrile (VI), which on hydrolysis with hydrochloric acid in acetic acid gives the corresponding acid (VII).
4) In situ conversion of the acid to its acid chloride with phosphorus oxychloride followed by treatment with di-n-propylamine then leads to alpidem.
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