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Your search keyword '"Gary P. Shrum"' showing total 2 results
Start Over Author "Gary P. Shrum" Journal journal of heterocyclic chemistry
2 results on '"Gary P. Shrum"'

1. Synthesis of pyrimidine analogs of 2,6-Di-tert-butylphenol antiinflammatory agents

Author

C. R. Kostlan, Steven Robert Miller, G. D. Kanter, David T. Connor, Gary P. Shrum, and Paul C. Unangst

Subjects
chemistry.chemical_classification, Pyrimidine analogue, chemistry.chemical_compound, Ketone, Chemistry, Organic Chemistry, Tebufelone, Sodium cyanate, Medicinal chemistry, 2,6-Di-tert-butylphenol
Abstract

The preparation of pyrimidine analogs of the 2,6-di-tert-butylphenol antiinflammatory agents Prifelone (R-830), Tebufelone (NE-11740) and Ym-13,162 is described. Grignard addition to the N-methoxy-N-methylamide derived from 4,6-bis(1,1-dimethylethyl)-5-hydroxy-2-pyrimidinecarboxylic acid yielded a series of 2-pyrimidinyl ketones. Further elaboration of an ethyl ketone and cyclization with sodium cyanate gave a pyrimidinylimidazole.

Published
1995
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2. Preparation of novel 1,2,4-thiadiazoles by cyclization with 4-methylbenzenesulfonyl cyanide (tosyl cyanide)

Author

David T. Connor, Gary P. Shrum, and Paul C. Unangst

Subjects
chemistry.chemical_classification, chemistry.chemical_compound, Thiadiazoles, chemistry, Tosyl, Nitrile, Sulfide, Cyanide, Organic Chemistry, 1,3-Dipolar cycloaddition, Substituent, Phenols, Medicinal chemistry
Abstract

The preparation of 1,2,4-thiadiazoles with a di-tert-butylphenol substituent at the thiadiazole 3-position is described. A thermally generated nitrile sulfide was reacted with tosyl cyanide in a 1,3-dipolar cyclization reaction to provide a thiadiazole intermediate containing a labile 5-tosyl substituent.

Published
1993
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