4.6 Article

An efficient and cost-effective synthesis of 2-phenyl-3-aminopyridine

Journal

ORGANIC PROCESS RESEARCH & DEVELOPMENT
Volume 5, Issue 3, Pages 254-256

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/op000227e

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The synthesis of 2-phenyl-3-aminopyridine, a key intermediate in the preparation of 2-phenyl-3-aminopiperidine, from 2-chloro-3-aminopyridine is described using an imine as a protecting group for an aminopyridine, The in situ protection of 2-chloro-3-aminopyridine with benzaldehyde followed by Suzuki coupling with phenylboronic acid and subsequent acid hydrolysis provided the titled compound in a single, high-yielding step from inexpensive and commercially available starting materials.

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