Oxazolo[4,5-b]pyridines. Regiochemistry of Electrophilic Substitution in the 2-Diethylaminooxazolo[4,5-b]pyridine System: Synthesis of 6-Substituted Derivatives

O. William Lever Jr. The R. W. Johnson Pharmaceutical Research Institute, Division of Medicinal Chemistry, P. O. Box 300, Route 202, Raritan, N. J, 08869-0602

Harvey M. Werblood The R. W. Johnson Pharmaceutical Research Institute, Division of Medicinal Chemistry, P. O. Box 300, Route 202, Raritan, N. J, 08869-0602

Ronald K. Russell Bausch and Lomb, Personal Products Division, 1400 North Goodman St., Rochester, NY, 14692-0450

References

Lever , O. W. Jr. , Werblood , H. and Russell , R. K. 1992 . Tetrahedron Lett. , 33 : 0000
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Alt , K. O. , Christen , E. and Weis , C. D. 1975 . J. Heterocycl. Chem. , 12 : 775 Apart from some 5,6,7-trihalogenated analogues see and our recent observations2 on synthesis of 7-substituted derivatives through directed metalation, there are no reported examples of 2-amino derivatives of the oxazolo[4,5-b]pyridine system that are substituted in the pyridine ring
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Ruefenacht , K. , Kristinsson , H. and Mattern , G. 1976 . Helv. Chim. Acta , 59 : 1593 Electrophilic substitution in the oxazolo[4,5-b]pyridin-2(3H)-one system has been reported to occur at the 6-position:
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Gawinecki , R. and Rasala , D. 1987 . Heterocycles , 26 : 2727 For an overview of nitration of pyridine derivatives see
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Rampulla , R. A. and Russell , R. K. 1986 . Synth. Commun , 16 : 1229
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Oxazolo[4,5-b]pyridines. Regiochemistry of Electrophilic Substitution in the 2-Diethylaminooxazolo[4,5-b]pyridine System: Synthesis of 6-Substituted Derivatives

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Oxazolo[4,5-b]pyridines. Regiochemistry of Electrophilic Substitution in the 2-Diethylaminooxazolo[4,5-b]pyridine System: Synthesis of 6-Substituted Derivatives

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