2-糠醛缩二乙醇置于正丁基锂,硼酸三甲酯,Sodium Hydroxide体系中,用 四氢呋喃,正己烷 用作溶剂,化学反应 5.0H,以52%的收率获得5-甲醛基呋喃-2-硼酸 参考文献:5-Formyl-2-Furylboronic Acid As A Versatile Bifunctional Reagent For The Synthesis Of π-Extended Heteroarylfuran Systemselectronic Supplementary Information (Esi) Available: Synthesis And Characterisation Data For 3-17. See Http://www.Rsc.Orgpdata/ob/b3/b302767H/ 标题:5-Formyl-2-Furylboronic Acid As A Versatile Bifunctional Reagent For The Synthesis Of π-Extended Heteroarylfuran Systemselectronic Supplementary Information (Esi) Available: Synthesis And Characterisation Data For 3-17. See Http://www.Rsc.Orgpdata/ob/b3/b302767H/ 摘要:5-氨基-2-呋喃硼酸与多种杂环芳基溴在铃木-宫浦交叉偶联条件下反应,生成2-氨基-5-杂环芳基呋喃衍生物.随后进行的维蒂格烯烃化反应得到π-共轭烯烃-吡啶-呋喃衍生物. Doi:10.1039/b302767H
专利号:US-9359333-B2 优先权日:2013-01-14 标 题 :Efficient process for the preparation of Lapatinib and salts thereof by means of new intermediates 发明人:FONTANA FRANCESCO; PAIO ALFREDO 权利人:F I S —FABBRICA ITALIANA SINT S P A; F I S —FABBRICA ITALIANA SINT 摘要:The present invention refers to a new efficient process for the synthesis of the active pharmaceutical ingredient Lapatinib and salts thereof. n In particular, the present synthesis is carried out employing new intermediates in which the amine function is protected by a group cleavable in basic milieu that provides a higher overall yield of the synthesis process.
专利号:US-10844081-B2 优先权日:2015-08-07 标题 :Protected organoboronic acids with tunable reactivity, and methods of use thereof 发明人:BURKE MARTIN D; SCHMIDT MICHAEL; MOREHOUSE GREG; PIPAL ROBERT W 权利人:UNIV ILLINOIS 摘要:Disclosed are a range of protected organoboronic acid reagents useful in the modular assembly of complex organic compounds. The reactivities of the protected organoboronic acid reagents may be varied predictably by changes to the number and identities of their substituents. Also disclosed are methods of using the protected organoboronic acid reagents in the synthesis of organic compounds.
专利号:US-8853396-B2 优先权日:2011-03-25 标 题:Methods for the preparation of lapatinib and the salts thereof 发明人:FONTANA FRANCESCO 权利人:FONTANA FRANCESCO; ITALIANA SINT SPA 摘要:Methods for the synthesis of the pharmaceutically active ingredient Lapatinib and the salts thereof are provided. In particular, such methods utilize intermediates in which the hydroxyl function is protected by a tetrahydropyranyl group providing greater solubility of the intermediates in common organic solvents.
专利号:WO-2013080218-A1 优先权日:2011-11-28 标 题 :Novel intermediates and process for the preparation of lapatinib and its pharmaceutically acceptable salts 发明人:LAHIRI SASWATA; GUPTA NITIN; SINGH HEMANT KUMAR; HANDA VISHAL; SANGHANI SUNIL 权利人:FRESENIUS KABI ONCOLOGY LTD 摘要:The present invention discloses novel intermediates and processes for the synthesis of Lapatinib and its pharmaceutically acceptable salts thereof.
专利号:WO-2014170910-A1 优先权日:2013-04-04 标 题:Process for the preparation of lapatinib 发明人:MUDDASANI PULLA REDDY; TALASILA SAMBASIVA RAO; SATTI VENKATA REDDY; NEKKANTI SATISH CHOWDARY; NANNAPANENI VENKAIAH CHOWDARY 权利人:NATCO PHARMA LTD 摘要:Present process relates to an improved and commercial process for the preparation of lapatinib of formula-I or its pharmaceutically acceptable p-toluenesulfonate salt involving novel intermediates of formulae-XVII, XVIII, and XIX. Present process utilizes Meerwein reaction as a key step in the aryl C-C bond formation step avoiding costly boronate coupling chemistry used in the conventional synthesis of lapatinib.
专利号:US-8598166-B2 优先权日:2008-03-21 标 题:Polysubstituted derivatives of 6-heteroarylimidazo[1,2-a]pyridines, and preparation and therapeutic use thereof 发明人:DE PERETTI DANIELLE; EVANNO YANNICK; MACHNIK DAVID; RAKOTOARISOA NATHALIE 权利人:DE PERETTI DANIELLE; EVANNO YANNICK; MACHNIK DAVID; RAKOTOARISOA NATHALIE; SANOFI SA 摘要:Compounds of formula (I): n nwherein R 1 , R 2 , R 3 , R 4 , Het and X are as defined in the disclosure, or an acid addition salt thereof, and the therapeutic use and process of synthesis thereof.
[参考文献]: Marika Tiberi, Et Al. 2-Aminothiazolones As Anti-Hiv Agents That Act As Gp120-Cd4 Inhibitors. Antimicrob Agents Chemother. 2014 Jun;58(6):3043-52.
合成参考文献
摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2018) 2, 231. 摘要:Vashchenko, B. V.; Grygorenko, O. O., Science of Synthesis Knowledge Updates, (2021) 3, 297.