CAS: 2005-43-8; 2-Bromoquinoline

该化合物是一种卤化的quinoline衍生物,广泛用作有机合成和制药研究的多用途中间体. 它在2位上的溴替代物可以增强反应性,有利于相互交织的反应,如铃木-米亚乌拉和Buchwald-Hartwig的切除,使得它对于构建复杂的热循环框架很有价值. 复合物表现出高纯度和稳定性,确保合成应用的一贯性. 它的效用扩大到农业化学和材料科学研究,它作为功能化的quinoline衍生物的重要前体. 2-Bromoquinoline的明确界定结构和可靠的再活性特征使得研究人员选择寻找高效途径进入生物活性化合物或先进材料.

结构式图片

相似化合物

1334405-59-2 891842-50-5 159870-91-4

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ECHA物质C&L通报

上下游产品

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合成工艺路线路线简述

  • 合成目标产物 2-Bromoquinoline 主要起始原料 Quinaldic Acid
  • (文献来源)合成步骤主要原料 Quinaldic Acid
1-甲基-2-喹啉酮置于1,3-二溴-1,3,5-三嗪-2,4,6-三酮,三苯基膦体系中,用 Neat (No Solvent) 用作溶剂,化学反应 16.0H,以78%的收率获得2-溴喹啉
参考文献:Development Of A Facile And Inexpensive Route For The Preparation Of α-Halobenzopyridines From α-Unsubstituted Benzopyridines
标题:Development Of A Facile And Inexpensive Route For The Preparation Of α-Halobenzopyridines From α-Unsubstituted Benzopyridines
摘要:A Facile And Inexpensive Route For The Preparation Of Alpha-Halobenzopyridines From Alpha-Unsubstituted Benzopyridines Via N-Methylbenzopyridin-Alpha-Ones Was Developed. Alpha-Unsubstituted Benzopyridines Were Converted Easily Into The Corresponding N-Methylbenzopyridin-Alpha-Ones,Which Were Halogenated Using Pph3-Tcica Or Pph3-Dbica Without Using Solvent To Give A-Halobenzopyridines.
Doi:10.3987/com-15-13234

海关参考信息

专利信息


专利号:US-9115128-B2
优先权日:2013-06-06
标 题 :Compounds of 3-(5-substituted Oxy-2, 4-dinitrophenyl)-2-oxo-propionic acid ester, synthesis and applications thereof
发明人:PUTHIAPARAMPIL TOM THOMAS; SAMBASIVAM GANESH; GOVINDA RAJULU GAVARA; KORAMANGALA RAVINDRA CHANDRAPPA
权利人:ANTHEM BIOSCIENCES PVT LTD; ANTHEM BIOSCIENCES PVT LTD
摘要:Synthesis of the novel compound 3 (3-(5-substituted Oxy-2,4-dinitro-phenyl)-2-oxo-propionic acid ester) to make Pyrroloquinoline quinone (PQQ) and using it for pharmaceutical purposes is described. More specifically, this disclosure relates to synthesizing the PQQ in an efficient method by using a novel intermediate Formula 1 resulting in a shorter process and higher yield of PQQ. A unique process to make sodium compound of PQQ using either sodium hydroxide and/or sodium carbonate is also shown.

专利号:US-10266467-B2
优先权日:2017-08-02
标 题:Synthesis of glycols via transfer hydrogenation of alpha-functional esters with alcohols
发明人:CHAKRABORTY SUMIT; HEMBRE ROBERT THOMAS
权利人:EASTMAN CHEM CO
摘要:A transfer hydrogenation process for forming vicinal diols by hydrogenating 1,2-dioxygenated organic compounds using alcohols as the reducing agent instead of the traditional H 2 gas. The transfer hydrogenation is carried out under milder conditions of temperature and pressure than is typical for ester hydrogenation with H 2 . The milder conditions of operation provide benefits, such as lower operating and capital costs for industrial scale production as well as savings in product purification due to the avoidance of by-products from exposure of reaction mixtures and products to high temperatures.

专利号:US-3708477-A
优先权日:1968-06-27
标 题:Process of total synthesis of cephalosporin derivatives and intermediates
发明人:MARTEL J; HEYMES R
权利人:ROUSSEL UCLAF
摘要:PROCESS FOR THE PREPARATION OF RACEMIC OR OPTICALLYACTIVE CEPHALOSPORINE DERIVATIVES OF THE FORMULA 2,3-(-CO-N(-R1)-CH2-),7-NH2-2-CEPHEM WHEREIN R1 IS A MEMBER SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL, SUBSTITUTED AKYL, ARYL AND SUBSTITUTED ARYL, WHICH COMPRISES THE STEPS OF REACTING AN AMINO ACID OF THE FORMULA R1-NH-CH2-CH2-COOH WITH BENZYL ALCOHOL, CONDENSING THE BENZYL ESTER THUS OBTAINED WITH AN OXALATE, CONVERTING THE BENZYL ESTER OF 2,3DIOXI-4-CARBOXY-PYRROLIDINE INTO THE CORRESPONDING ACID, SUBJECTING SAID ACID TO AMINOMETHYLATION, THUS YIELDING A COMPOUND OF THE FORMULA 1-R1,3-OH,4-(R'-N(-R'')-CH2-)PYRROL-3-IN-2-ONE CONVERTING SAID COMPOUND INTO THE CORRESPONDING 4-ACYLTHIOMETHYL DERIVATIVE, CONVERTING SAID DERIVATIVE INTO THE CORRESPONDING 4-THIOMETHYL DERIVATIVE, CONDENSING SAID DERIVATIVE WITH AN ENAMINE OF THE FORMULA R-OOC-C(-Y)=CH-NH2 TO OBTAIN A THIAZINE DERIVATIVE OF THE FORMULA 2-(Y-CH(-COO-R)-),5-R1-2,3,4,5,6,7-HEXAHYDRO-PYRROLO (3,4-D)-1,3-THIAZIN-4-ONE CONVERTING SAID THIAZINE DERIVATIVE INTO A COMPOUND OF THE FORMULA 2-(H2N-CH(-COOH)-),5-R1-2,3,4,5,6,7-HEXAHYDRO-PYRROLO (3,4-)-1,3-THIAZIN-4-ONE SUBJECTING SAID COMPOUND TO THE ACTION OF A TRITYLATION AGENT, RECOVERING THE THREO ISOMER OF THE TRITYLATED DERIVATIVE, LACTAMIZING SAID THREO ISOMER TO OBTAIN THE Y-LACTAM OF DL-6H,7H-CIS-7-TRITYLAMINO-3-AMINOALKYL-CEPH 3-EME-4-CARBOXYLIC ACID, DETRITYLATING SAID Y-LACTAM AND RECOVERING SAID RACEMIC OF OPTICALLY ACTIVE CEPHALOSPORIN DERIVATIVES. THESE COMPOUNDS ARE USEFUL AS INTERMEDIATES IN THE PREPARATION OF THE CORRESPONDING 7ACYLAMINO DERIVATIVES OF THE FORMULA 2,3-(-CO-N(-R1)-CH2-),7-(R2-NH-)-2-CEPHEM WHEREIN R1 HAS THE ABOVE DEFINITION AND R2 IS THE ACYL OF AN ORGANIC CARBOXYLIC ACID WHICH COMPOUNDS ARE ALSO PART OF THE INVENTION AND ARE USEFUL AS ANTIBIOTICS.

专利号:US-8921580-B2
优先权日:2012-05-09
标 题 :Methods and systems for the formation of cyclic carbonates
发明人:HATTON TREVOR ALAN; JAMISON TIMOTHY F; KOZAK JENNIFER AIDEN; SIMEON FRITZ; WU JIE
权利人:MASSACHUSETTS INST TECHNOLOGY
摘要:Described herein are inventive methods for synthesis of cyclic carbonates from CO 2 and epoxide. In some embodiments, the methods are carried out in the presence of a catalyst comprising an electrophilic halogen. In some embodiments, the methods are carried out in a flow reactor.

专利号:US-7074932-B2
优先权日:1999-06-24
标题 :Preparation of quinoline-substituted carbonate and carbamate derivatives
发明人:ALLEN MICHAEL S; PREMCHANDRAN RAMIYA H; CHANG SOU-JEN; CONDON STEPHEN; DEMATTEI JOHN A; KING STEVEN A; KOLACZKOWSKI LAWRENCE; MANNA SUKUMAR; NICHOLS PAUL J; PATEL HEMANT H; PATEL SUBHASH R; PLATA DANIEL J; STONER ERIC J; TIEN JIEN-HEH J; WITTENBERGER STEVEN J
权利人:ALLEN MICHAEL S; PREMCHANDRAN RAMIYA H; CHANG SOU-JEN; CONDON STEPHEN; DEMATTEI JOHN A; KING STEVEN A; KOLACZKOWSKI LAWRENCE; MANNA SUKUMAR; NICHOLS PAUL J; PATEL HEMANT H; PATEL SUBHASH R; PLATA DANIEL J; STONER ERIC J; TIEN JIEN-HEH J; WITTENBERGER STEVEN J
摘要:The invention relates to a process for preparing quinoline-substituted carbonate and carbamate compounds, which are important intermediates in the synthesis of 6-O-substituted macrolide antibiotics. The process employs metal-catalyzed coupling reactions to provide a carbonate or carbamate of formula (I) or (II) or a substrate that can be reduced to obtain the same.

专利号:US-2019039978-A1
优先权日:2017-08-02
标 题:Synthesis of glycols via transfer hydrogenation of alpha-functional esters with alcohols
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合成参考文献


摘要:Schiltz, P.; Gao, M.; Gosmini, C., Science of Synthesis: Base-Metal Catalysis, (2023) 2, 317.
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