专利号:US-12258318-B2 优先权日:2019-06-17 标题 :Synthesis method for 1-methyl-1H-indazole-6-carboxylic acid 发明人:YANG JUN; Xue Duoqing; WU YONG; CHEN LIHUANG; ZHAI LIANHUA 权利人:ACCELA CHEMBIO CO LTD 摘要:The present application provides a synthesis method for 1-methyl-1H-indazole-6-carboxylic acid. The synthesis method comprises: using 2-fluoro-4-bromobenzaldehyde and methylhydrazine as raw materials to obtain 6-bromo-1-methylindazole by means of an annulation reaction, and then performing a methyl formate reaction and a hydrolysis reaction, so as to obtain the 1-methyl-1H-indazole-6-carboxylic acid. The synthesis method provided in the present application can directly synthesize a 1-position methyl substituted indazole without isomers, thereby avoiding the problem that impurities are difficult to be removed in subsequent separation, thus improving the purity of a product. The yield of the annulation reaction can reach 85%.
专利号:US-2010286211-A1 优先权日:2004-10-08 标题:Oxazolidinone derivatives as antimicrobials 发明人:DAS BISWAJIT; AHMED SHAHADAL; YADAV AJAY SINGH; GHOSH SOMA; GUJRATI ARTI; SHARMA PANKAJ; RATTAN ASHOK 权利人:DAS BISWAJIT; AHMED SHAHADAL; YADAV AJAY SINGH; GHOSH SOMA; GUJRATI ARTI; SHARMA PANKAJ; RATTAN ASHOK 摘要:The present invention relates to certain substituted phenyl oxazolidinones and to processes for the synthesis of the same. This invention also relates to pharmaceutical compositions containing the compounds of the present invention as antimicrobials. The compounds are useful antimicrobial agents, effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria, for example, multiple-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms, for example, Bacterioides spp. and Clostridia spp. species, and acid fast organisms, for example, Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp.
专利号:US-8692026-B2 优先权日:2010-07-15 标题:Processes for producing 4-bromo-2-methoxybenzaldehyde 发明人:GIARD THIERRY J; MUTTERER VINCENT L; DURVAUX CHRISTOPHE 权利人:GIARD THIERRY J; MUTTERER VINCENT L; DURVAUX CHRISTOPHE; ALBEMARLE CORP 摘要:A new synthesis of 4-bromo-2-methoxybenzaldehyde is reported from 1,4 dibromo 2-fluorobenzene. First, 2-fluoro-4-bromobenzaldehyde is prepared through metal halogen exchange and formylation with a formyl source at 0° C. After crystallization, this intermediate is reacted with methanol in the presence of potassium carbonate. Subsequently, 4-bromo-2-methoxy-benzaldehyde is crystallized.
专利号:US-10077255-B2 优先权日:2010-04-06 标题:Synthesis of chiral 2-(1H-indazol-6-yl)-spiro[cyclopropane-1,3′-indolin]-2′-ones
专利号:US-11780834-B2 优先权日:2018-06-21 标题:Solid forms of 3-((1R,3R)-1-(2,6-difluoro-4-((1-(3-fluoropropyl)azetidin-3- yl)amino)phenyl)-3-methyl-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)-2,2-difluoropropan-1-ol and processes for preparing fused tricyclic compounds comprising a substituted phenyl or pyridinyl moiety, including methods of their use 发明人:CHUNG CHEOL KEUN; XU JIE; IDING HANS; CLAGG KYLE; DALZIEL MICHAEL; FETTES ALEC; GOSSELIN FRANCIS; LIM NGIAP-KIE; MCCLORY ANDREW; ZHANG HAIMING; CHAKRAVARTY PAROMA; NAGAPUDI KARTHIK; ROBINSON SARAH 权利人:HOFFMANN LA ROCHE; GENENTECH INC 摘要:Provided herein are solid forms, salts, and formulations of 3-((1R,3R)-1-(2,6-difluoro-4-((1-(3-fluoropropyl)azetidin-3-yl)amino)phenyl)-3-methyl-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)-2,2-difluoropropan-1-ol, processes and synthesis thereof, and methods of their use in the treatment of cancer.
专利号:US-9051289-B2 优先权日:2013-09-26 标 题 :Process and intermediates for preparing GPR40 agonists 发明人:DAHMANN GEORG; WAGNER HOLGER; ECKHARDT MATTHIAS; FRANK MARKUS; SANTAGOSTINO MARCO; SCHNAUBELT JUERGEN; STERTZ UWE; PACHUR THORSTEN 权利人:DAHMANN GEORG; WAGNER HOLGER; ECKHARDT MATTHIAS; FRANK MARKUS; SANTAGOSTINO MARCO; SCHNAUBELT JUERGEN; STERTZ UWE; PACHUR THORSTEN; BOEHRINGER INGELHEIM INT 摘要:The present invention relates to compounds of formula I n nwherein R S denotes F or CF 3 , R a denotes H or C 1-4 -alkyl and Z denotes a leaving group or an optionally substituted or protected hydroxyl group, suitable as intermediates in the synthesis of indanyloxydihydrobenzofuranylacetic acids, which are GPR40 agonists, to a process for preparing these intermediates and to the process for preparing the GPR40 agonists making use of an asymmetric catalytic hydrogenation reaction in the presence of a transition metal catalyst and a chiral auxiliary.
[参考文献]: Hany F Nour, Et Al. Synthesis Of Tri-Substituted Biaryl Based Trianglimines: Formation Of C3-Symmetrical And Non-Symmetrical Regioisomers. Org Biomol Chem. 2011 May 7;9(9):3258-71. [参考文献]: Michael A Letavic, Et Al. Benzylamine Histamine H(3) Antagonists And Serotonin Reuptake Inhibitors. Bioorg Med Chem Lett. 2007 Sep 1;17(17):4799-803. [参考文献]: Simona Rapposelli, Et Al. Synthesis And Biological Evaluation Of 2'-Oxo-2,3-Dihydro-3'H- Spiro[chromene-4,5'-[1,3]Oxazolidin]-3'Yl]Acetic Acid Derivatives As Aldose Reductase Inhibitors. Arch Pharm (Weinheim). 2011 Jun;344(6):372-85.
合成参考文献
摘要:Sloane, S. E.; Behlow, K. T.; Mills, M. D.; Clark, J. R., Science of Synthesis Knowledge Updates, (2022) 2, 418.