A Short and Efficient Synthesis of a Chiral Pyridazinone Derivative by the Chiral-Pool Method

Noriyuki Yoshida; Katsuya Awano; Tomoshige Kobayashi; Kunihide Fujimori

doi:10.1055/s-2004-829107

SHORTPAPER

A Short and Efficient Synthesis of a Chiral Pyridazinone Derivative by the Chiral-Pool Method

Noriyuki Yoshida^a,b, Katsuya Awano^a, Tomoshige Kobayashi^b, Kunihide Fujimori*^b
^a Research Center, Kyorin Pharmaceutical Co., Ltd., 1848, Nogi, Nogi-machi, Shimotsuga-gun, Tochigi 329-0114, Japan
^b Department of Chemistry, Faculty of Science, Shinshu University, 3-1-1 Asahi, Matsumoto, Nagano 390-8621, Japan
Fax: +81(263)372476; e-Mail: kfujimo@gipac.shinshu-u.ac.jp;

Abstract

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Abstract

The asymmetric synthesis of a (R)-4,5-dihydro-5-methylpyridazin-3(2H)-one derivative bearing a pyrazolopyridine ring, which is a potent inhibitor of phosphodiesterase, was achieved with a high optical yield in four steps starting from (R)-2-chloropropionyl chloride by a chiral-pool method.

Key words

asymmetric synthesis - chiral pool - inhibitors - pyridazinone - pyrazolopyridine

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References

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