Title:
FLURALANER INTERMEDIATE AND METHOD FOR PREPARING FLURALANER THEREBY
Document Type and Number:
WIPO Patent Application WO/2023/060811
Kind Code:
A1
Abstract:
Disclosed in the present invention are a fluralaner intermediate and a method for preparing fluralaner thereby. The fluralaner intermediate-5 is aaa. A synthetic route comprises: using m-xylene as a starting raw material, performing halogenation and oxidation reactions to obtain bbb, and then further performing oximation, cyanation, and hydrolysis reactions, or performing cyanation, oximation, and hydrolysis reactions to obtain the intermediate-5. According to some examples of the present invention, although the synthesis route is expanded to comprise five steps from two steps in the prior art, a relatively high total yield is unexpectedly obtained, and the purity of the intermediate-5 is also greatly improved. Meanwhile, an initiator for preparing the intermediate-5 is adjusted from expensive 4-bromo-2-methylbenzoic acid to low-price m-xylene, such that the cost of the intermediate-5 is greatly reduced, and the market competitiveness of fluralaner is improved to the greatest extent and in a real sense; meanwhile, the reaction conditions are mild, the synthesis difficulty is low, and the method is more environment-friendly.
Inventors:
GONG JUN (CN)
Application Number:
PCT/CN2022/075758
Publication Date:
April 20, 2023
Filing Date:
February 10, 2022
Export Citation:
Assignee:
LIVZON NEW NORTH RIVER PHARMACEUTICAL CO LTD (CN)
International Classes:
C07C17/12; C07C25/125; C07C45/28; C07C47/55; C07C249/08; C07C249/12; C07C251/48; C07C253/14; C07C255/64; C07D261/04
Domestic Patent References:
| WO2003051877A1 | 2003-06-26 |
Foreign References:
| CN113735681A | 2021-12-03 | |||
| CN104066330A | 2014-09-24 | |||
| CN109879826A | 2019-06-14 | |||
| CN112707809A | 2021-04-27 | |||
| CN111675667A | 2020-09-18 | |||
| CN112552252A | 2021-03-26 | |||
| CN111978203A | 2020-11-24 |
Other References:
LI BINGBING, QIAO JIANG: "Preparation method of a Novel Isoxazoline Compound Fluralaner", GUANGDONG CHEMICAL INDUSTRY, GUANGDONG-SHENG ZHONGHUA GONGYETING,, CN, vol. 47, no. 24, 31 December 2020 (2020-12-31), CN , pages 215 - 216, XP093058153, ISSN: 1007-1865
Attorney, Agent or Firm:
SCIHEAD IP LAW FIRM (CN)
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