First synthesis of 3-methyl-substituted 2,4-diketo esters and their use in pyrazole heterocycles

ORGN 566

Venugopal Rao Veeramaneni, venu@indusbio.com, Janardhan Reddy Jakkidi, Prem Kumar Chitineni, Jaipal Reddy Gowrigari, and Venkataiah Sunku, venkat@indusbio.com. Indus BioSciences Private Limited, 148-150, IDA Mallapur, Hyderabad, 500076, India
Pyrazole derivatives are well known biological active compounds such as anti-pyratic & anti-reheumatics, and also herbicides and fungicides. Aryl pyrazole derivatives such as Celecoxib is a well known COX-2-inhibitor used for osteoarthritis and rheumatoid arthritis. Recently some of the aryl pyrazoles have been reported to be useful in prostate cancer chemotherapy and possess non-nucleoside HIV-I reverse transcriptase inhibitory activity. Based on the above information we are interested to synthesize new types of pyrazoles. Accordingly, we synthesized the 3-methyl substituted 2,4-diketoesters for the first time, by treating ethyl ketones with NaOEt and diethyl oxalate in THF at 0 °C. The use of this diketoesters to synthesize 1,3,4 and 5 substituted pyrazoles.

 

New Reactions and Methodology, Heterocycles and Aromatics, Bioorganic Chemistry
8:00 PM-10:00 PM, Tuesday, 12 September 2006 Moscone Center -- Hall D, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, 11 September 2006 Moscone Center -- Hall D, Sci-Mix

Division of Organic Chemistry

The 232nd ACS National Meeting, San Francisco, CA, September 10-14, 2006