[KSCI] Korea Science Citation Index Service

http://dx.doi.org/10.5012/jkcs.2013.57.3.361

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

Sajith, Ayyiliath M. (Organic Chemistry Division, School of Chemical Sciences, Kasargod Govt. College, Kannur University)
Muralidharan, Arayambath (Organic Chemistry Division, School of Chemical Sciences, Kasargod Govt. College, Kannur University)
Karuvalam, Ranjith P. (Organic Chemistry Division, School of Chemical Sciences, Kannur University Payannur Campus)
Haridas, Karickal R. (Organic Chemistry Division, School of Chemical Sciences, Kannur University Payannur Campus)

Publication Information

Journal of the Korean Chemical Society / v.57, no.3, 2013 , pp. 361-364 More about this Journal

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 tailored conditions, Suzuki cross-coupling reactions with highly efficient catalytic systems were performed as the final step on 8 to introduce the aryl group and methyl group on the heterocyclic core.

Keywords

Buchwald coupling; Imidazopyridine; Suzuki coupling; Heterocyclic amines;

Citations & Related Records

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