Synthesis 2016; 48(14): 2201-2204
DOI: 10.1055/s-0035-1562230
psp
© Georg Thieme Verlag Stuttgart · New York

A Multicomponent Approach to Highly Substituted 1H-Pyrazolo[3,4-b]pyridines

Matthew D. Hill*
Bristol-Myers Squibb Research and Development, 5 Research Parkway, Wallingford, CT 06492-7660, USA   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 29 February 2016

Accepted after revision: 28 April 2016

Publication Date:
17 May 2016 (online)


Abstract

Multicomponent reactions make up an important subclass of azaheterocycle syntheses. In this report, a mild and catalyst-free multicomponent preparation of 1H-pyrazolo[3,4-b]pyridines is described. This one-pot synthesis uses simple aldehyde, 3-oxopropanenitrile, and 1H-pyrazol-5-amine starting materials to rapidly access structurally diverse products. Additionally, the impact of 1H-pyrazol-5-amine C3 substituents on the formation of 1H-pyrazolo[3,4-b]pyridines vs pyrazolo[1,5-a]pyrimidine structural isomers is discussed.

Supporting Information

 
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