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Four Step Synthesis and Characterization of 3- hydroxy-1-methyl-4-(4-(pyridin-4-yloxy) phenethyl) pyridin- 2(1H)-one

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Kola Ramesh, Sateesh Kuna, Jagadeesh Kumar Ega
» doi: 10.48047/ecb/2023.12.si5.075

Abstract

At first a solution of 4-(2-(2,3-dimethoxypyridin-4-yl)ethyl)phenol in dry DMSO was added Cs2CO3 at RT. Then 4-chloropyridine hydrochloride was added and stirred at 140 oC for 2.5 h. The reaction mixture was quenched with ice-cold water extracted with diethyl ether to afford 2,3-dimethoxy-4-(4-(pyridin-4-yloxy)phenethyl)pyridine 2. It is further treated with HBr in acetic acid at rt and stirred at 80 oC for 1.5 h to yield 3-methoxy-4-(4-(pyridin-4- yloxy)phenethyl)pyridin-2(1H)-one 3 followed by methanol were added KOH and methyl iodide at 0oC and stirred at rt for 16 h to obtain 3-methoxy-1-methyl-4-(4-(pyridin-4- yloxy)phenethyl)pyridin-2(1H)-one 4. It is charged with BBr3 and stirred for 10h to obtain 3- hydroxy-1-methyl-4-(4-(pyridin-4-yloxy)phenethyl)pyridin-2(1H)-one 5 desired product with an excellent yields depicted (Scheme I) in this manuscript.

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