Title:
PREPARATION METHOD FOR CARBON-LOADED IRON-BASED CATALYST AND USE THEREOF IN SYNTHESIS OF INTERMEDIATES OF ANTI-CANCER INHIBITORS
Document Type and Number:
WIPO Patent Application WO/2023/098592
Kind Code:
A1
Abstract:
The present invention provides a carbon-loaded iron-based catalyst, and a preparation method thereof and a use. The preparation method comprises dissolving ferric chloride in water, adding activated carbon, adding sodium hydroxide at 60-100°C,repeating the reaction, then drying at 60-400°C for 12-24 h. The carbon-loaded iron-based catalyst of the present invention can be used in the synthesis of key intermediates of anti-cancer drugs such as Osimertinib, Gefitinib, Afatinib, Imatinib, AMMG 510, Dacomitinib, Ceritinib, Lapatinib, and Apatinib. In the synthesis method, the key intermediate is synthesized at a relatively high yield under temperate conditions, the above mentioned carbon-loaded iron-based catalyst being used as a catalyst, hydrazine hydrate being the hydrogen source, and the solvents being solvents such as methanol, ethanol, or isopropanol. The carbon-loaded iron-based catalyst disclosed by the present invention can be repeatedly used around ten times after being washed with a solvent, dried and activated. This catalyst preparation method has a simple process, and is green, efficient, and low in cost, and it has good functional group compatibility and simple post-processing, having potential value for industrial production.
Inventors:
QIU RENHUA (CN)
LI DINGZHONG (CN)
LI CHENGHAN (CN)
YANG TIANBAO (CN)
LU HAO (CN)
ZHANG WENSHENG (CN)
YIN SHUANGFENG (CN)
SHENHU XUANMING (CN)
LI DINGZHONG (CN)
LI CHENGHAN (CN)
YANG TIANBAO (CN)
LU HAO (CN)
ZHANG WENSHENG (CN)
YIN SHUANGFENG (CN)
SHENHU XUANMING (CN)
Application Number:
PCT/CN2022/134453
Publication Date:
June 08, 2023
Filing Date:
November 25, 2022
Export Citation:
Assignee:
AURISCO PHARMACEUTICAL CO LTD (CN)
International Classes:
C07B43/04; C07C209/36; C07C211/45; C07C211/47; C07C211/51; C07C211/52; C07C213/02; C07C215/68; C07C215/76; C07C217/86; C07C227/04; C07C229/60; C07C231/12; C07C237/30; C07C241/02; C07C243/22; C07D209/08; C07D213/73; C07D215/38; C07D215/40; C07D235/08; C07D295/088; C07D403/04; C07D405/12
Foreign References:
| CN114315595A | 2022-04-12 | |||
| CN104327095A | 2015-02-04 | |||
| CN101701015A | 2010-05-05 | |||
| CN102617358A | 2012-08-01 | |||
| CN103086963A | 2013-05-08 | |||
| CN102558085A | 2012-07-11 | |||
| CN105693690A | 2016-06-22 |
Other References:
LI DINGZHONG; LU HAO; YANG TIANBAO; XING CHEN; SUN TULAI; FU LIHUA; QIU RENHUA: "Industrial Cunninghamia lanceolata carbon supported FeO(OH) nanoparticles-catalyzed hydrogenation of nitroarenes", CATALYSIS COMMUNICATIONS, ELSEVIER, AMSTERDAM, NL, vol. 162, 4 January 2022 (2022-01-04), AMSTERDAM, NL , XP086924575, ISSN: 1566-7367, DOI: 10.1016/j.catcom.2022.106398
LI DINGZHONG, ZHANG WENSHENG, ZHU LONGZHI, YIN SHUANG‐FENG, KAMBE NOBUAKI, QIU RENHUA: "FeO(OH)@C‐Catalyzed Selective Hydrazine Substitution of p ‐Nitro‐Aryl Fluorides and their Application for the Synthesis of Phthalazinones", CHEMISTRY OPEN, vol. 11, no. 5, 1 May 2022 (2022-05-01), XP093071384, ISSN: 2191-1363, DOI: 10.1002/open.202200023
ZHOU, JIANPING ET AL.: "Reduction of Aromatic Nitro Compounds to Anilines with 2-Propanol", TECHNOLOGY & DEVELOPMENT OF CHEMICAL INDUSTRY, vol. 42, no. 10, 15 October 2013 (2013-10-15), pages 22 - 24, XP009546900, ISSN: 1671-9905
LI DINGZHONG, ZHANG WENSHENG, ZHU LONGZHI, YIN SHUANG‐FENG, KAMBE NOBUAKI, QIU RENHUA: "FeO(OH)@C‐Catalyzed Selective Hydrazine Substitution of p ‐Nitro‐Aryl Fluorides and their Application for the Synthesis of Phthalazinones", CHEMISTRY OPEN, vol. 11, no. 5, 1 May 2022 (2022-05-01), XP093071384, ISSN: 2191-1363, DOI: 10.1002/open.202200023
ZHOU, JIANPING ET AL.: "Reduction of Aromatic Nitro Compounds to Anilines with 2-Propanol", TECHNOLOGY & DEVELOPMENT OF CHEMICAL INDUSTRY, vol. 42, no. 10, 15 October 2013 (2013-10-15), pages 22 - 24, XP009546900, ISSN: 1671-9905
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