✦ LIBER ✦

The Synthesis of 3-[3-(4-chlorophenyl)-1-(4-methoxyphenyl) -5-pyrazolyl]-N-hydroxy-N-methylpropanamide a regioisomer of tepoxalin

✍ Scribed by William V. Murray

Book ID: 104224978
Publisher: Elsevier Science
Year: 1993
Tongue: French
Weight: 203 KB
Volume: 34
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)91948-8

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✦ Synopsis

Compound 2 was synthesized in 4 steps in 65% overall yield. Mechanistic studies of the key pyrazole forming step revealed a tetrahyrofuran intermediate (10) of the starting l-(4-chlorophenyl)-6-hydroxyhexane-1,8dione

(3). This intermediate reverses the normal regioselectivity observed in additions of phenylhydrazines to aryl diketones.

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