Process for the selective mono-ortho-hydroxyalkylation of 4-subs

Details Process for the selective mono-ortho-hydroxyalkylation of 4-subs Process for the selective mono-ortho-hydroxyalkylation of 4-subs

1993-12-27

1997-12-02

Northington-Davis, Zinna

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546294, 546312, 546326, 546327, 546323, C07D21384, C07D213803

Patent

active

056938195

ABSTRACT:
A process is described for the selective mono-ortho-hydroxyalkylation of 4-substituted pyridine derivatives. In this case a nucleophilic hydroxyalkylation is carried out on the protonated pyridine derivative under the action of peroxodisulfate.

REFERENCES:
"Radiation-induced Alkylation, Hydroxyalkylation", and Reduction of Pyridinecarboxamides in Acidic Alcoholic Solutions, Sugimori et al., Bull. Chem. Society of Japan, 55:3055-3056 (1982).
"Nucleophilic Character of Alkyl Radicals V, Selective Homolytic .alpha.-Oxyalkylation of Heteroaromatic Bases", Buratti et al., Tetrahedron 27:3655-3668 (1971).
"An Improved Method For The Mono-Hydroxymethylation Of Pyridines, A Modification Of The Minisci Procedure", Katz et al., Synthetic Communications, 19:317-325 (1989).
Citteno et al. Tetrahedron, vol. 41, No. 3, 1985, pp. 617-620.

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