Cross-Coupling Reaction of 2-halo1-methyl-1H-imidazo [4, 5-b] pyridine Offers a New Synthetic Route to Mutagenic Heterocyclic Amine-PHIP and DMIP

AM Sajith, A Muralidharan, RP Karuvalam…

Index: Sajith, Ayyiliath M.; Muralidharan, Arayambath; Karuvalam, Ranjith P.; Haridas, Karickal R. Journal of the Korean Chemical Society, 2013 , vol. 57, # 3 p. 361 - 364

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Citation Number: 6

Abstract

ABSTRACT. A modified synthetic approach to the synthesis of heterocyclic food mutagens, 2- amino-1-methyl-6-phenylimidazo [4, 5-b] pyridine (PHIP) and 2-amino-1, 6-dimethylimidazo [4, 5-b] pyridine (DMIP) is reported. This route highlights an optimized palladium catalysed Buchwald cross-coupling of 2-halo-1-methyl-imidazo [4, 5-b] pyridine with benzophenoneimine followed by acidic hydrolysis to yield compound 7. Using finely ...