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Merck

General and mild preparation of 2-aminopyridines.

Organic letters (2010-10-21)
Allyn T Londregan, Sandra Jennings, Liuqing Wei
ABSTRACT

A general and facile one-pot amination procedure for the synthesis of 2-aminopyridines from the corresponding pyridine-N-oxides is presented as a mild alternative to S(N)Ar chemistry. A variety of amines and heterocyclic-N-oxides participate effectively in this transformation which uses the phosphonium salt, PyBroP, as a means of substrate activation.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Bromotripyrrolidinophosphonium hexafluorophosphate, ≥95.0% (HPLC)
Sigma-Aldrich
2-Aminopyridine, ≥99%
Supelco
2-Aminopyridine, PESTANAL®, analytical standard
Sigma-Aldrich
2-Aminopyridine, 99%
Sigma-Aldrich
2-Aminopyridine, purum, ≥98.0% (NT)
Sigma-Aldrich
Pyridine N-oxide, 95%