New multi-component reaction accessing 3-aminoimidazo[1,2-a]pyridines |
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Authors: | John Schwerkoske Tom Perun |
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Affiliation: | a High-Throughput Medicinal Chemistry and Analytical Technologies, Discovery Chemistry and Research Technologies, Eli Lilly and Company, Indianapolis, IN 46285, USA b Analytical Technologies, Discovery Chemistry and Research Technologies, Eli Lilly and Company, Indianapolis, IN 46285, USA |
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Abstract: | The novel one step solution phase synthesis of an array of 3-aminoimidazo[1,2-a]pyridines is reported. Reactions were performed in methanol by mixing a α-amino-pyridine, aldehyde and trimethylsilylcyanide (TMSCN) to give the desired product. Mediated by microwave irradiation and catalyzed by scandium triflate, the methodology represents the first one pot preparation of 3-aminoimidazo[1,2-a]pyridines that avoids the use of an isonitrile and subsequent de-protection strategy. The reaction is an example of a formal three-centre-three-component multi-component reaction. |
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