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Synlett 2013; 24(3): 317-322
DOI: 10.1055/s-0032-1317790
DOI: 10.1055/s-0032-1317790
cluster
Development of a Practical Synthesis of 4-[6-(Morpholinomethyl)-pyridin-3-yl]naphthalen-1-amine, a Key Intermediate for the Synthesis of BIRB 1017, a Potent p38 MAP Kinase Inhibitor
Further Information
Publication History
Received: 26 November 2012
Accepted after revision: 18 December 2012
Publication Date:
11 January 2013 (online)
Abstract
The development of synthetic routes to 4-[6-(morpholinomethyl)pyridin-3-yl]naphthalen-1-amine, the key intermediate of p38 MAP kinase inhibitor BIRB 1017, via (1) trialkylmagnesium ate complex mediated metalation and borylation followed by Suzuki coupling reactions and (2) pyridine-ring formation from a vinamidinium salt, is described.
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References and Notes
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For reviews on Suzuki coupling, see:
Examples of Suzuki coupling using crude boronic acid: