Title:
METHOD FOR ASYMMETRICALLY CATALYZED SYNTHESIS OF NITROPYRAZOLE AMIDE COMPOUND
Document Type and Number:
WIPO Patent Application WO/2016/045415
Kind Code:
A1
Abstract:
A method for asymmetrically catalyzed synthesis of a γ-nitropyrazole amide compound, where a nitroalkene and an α,β-unsaturated pyrazole amide are employed as raw materials, a complex formed by a chiral amine oxide and a rare earth metal compound serves as a catalyst, a 4 Å molecular sieve serves as an additive, and the γ-nitropyrazole amide compound is produced after a reaction, which has a yield as high as 99% and an enantiomeric excess as high as 99% ee. The catalytic system not only has the advantages of a simple operation, mild reaction conditions, not requiring any acidic/basic additive, convenient product purification, high yield and enatioselectivity, compliance with green atomic economy, and great prospects for industrial application, but also allows the γ-nitropyrazole amide compound produced via the reaction to undergo some simple chemical conversions to produce some molecules having physiological activities.
Inventors:
FENG XIAOMING (CN)
YAO QIAN (CN)
LIU XIAOHUA (CN)
LIN LILI (CN)
ZHANG YUHENG (CN)
YAO QIAN (CN)
LIU XIAOHUA (CN)
LIN LILI (CN)
ZHANG YUHENG (CN)
Application Number:
PCT/CN2015/081341
Publication Date:
March 31, 2016
Filing Date:
June 12, 2015
Export Citation:
Assignee:
ZHEJIANG JIUZHOU PHARM CO LTD (CN)
International Classes:
C07D231/12; C07C201/12; C07C205/53; C07D207/267; C07D231/16; C07D307/54; C07D333/24
Foreign References:
| CN104262255A | 2015-01-07 | |||
| CN102531815A | 2012-07-04 |
Other References:
MASAYUKI, H. ET AL.: "Molecular Sieves 4A Work to Mediate the Satalytic Metal Enolization of Nucleophile Precursors: Application to Catalyzed Enantioselective Michael Addition Reactions", TETRAHEDRON LETTERS, vol. 49, no. 35, 14 June 2008 (2008-06-14), pages 5220, XP022852745, DOI: doi:10.1016/j.tetlet.2008.05.156
See also references of EP 3199525A4
See also references of EP 3199525A4
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