50741-46-3

Usage

Uses

Used in Pharmaceutical Industry:
QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER is used as a starting material for the synthesis of various pharmaceutical compounds, such as 5-quinolinemethanol and ethyl 3-quinolineacetate. These synthesized compounds have potential applications in the development of drugs targeting different medical conditions.
Used in Chemical Research:
In the field of chemical research, QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER serves as a valuable compound for studying its photochemical reactions in different solvents. Understanding these reactions can provide insights into the compound's properties and potential applications in various chemical processes.

InChI:InChI=1/C12H11NO2/c1-2-15-12(14)10-7-9-5-3-4-6-11(9)13-8-10/h3-8H,2H2,1H3

Upstream product

• 6480-68-8 quinoline-3-carboxylic acid 
• 64-17-5 ethanol 
• 84741-86-6 quinoline-3-carbonyl chloride 
• 50741-27-0 ethyl 1,4-dihydro-3-quinolinecarboxylate 
• 13720-94-0 ethyl 4-chloroquinoline-3-carboxylate 
• 64-19-7 acetic acid 
• 451491-93-3 ethyl (E)-2-(((4-methylphenyl)sulfonamido)methyl)-3-phenylacrylate 
• 10601-80-6 ethyl 3,3-diethoxypropanoate 
• 552-89-6 2-nitro-benzaldehyde 
• 622-79-7 benzyl azide 
• 100-51-6 benzyl alcohol 
• 100-39-0 benzyl bromide 
• 70-55-3 toluene-4-sulfonamide 
• 6325-93-5 p-nitrobenzenesulfonamide 

Downstream Products

• 5382-46-7 N-benzylquinoline-3-carboxamide 
• 13669-51-7 3-Hydroxymethylquinoline 
• 59282-61-0 chinoline-3-carbohydrazide 
• 67752-37-8 ethyl ester of 1,2,3,4-tetrahydroquinoline-3-carboxylic acid 
• 15785-08-7 2-methyl-3-carbethoxyquinoline 
• 4945-38-4 2-hydroxymethylquinoline-3-carboxylic acid lactone 

Relevant academic research and scientific papers

Selective reductive annulation reaction for direct synthesis of functionalized quinolines by a cobalt nanocatalyst

Due to the extensive applications of quinolines, the search for selective construction of such products has long been an attractive subject in scientific community. Herein, by developing a new N-doped ZrO2@C supported cobalt nanomaterial, it has been successfully applied as an efficient catalyst for the reductive annulation of 2-nitroaryl carbonyls with alkynoates and alkynones. The catalytic transformation allows synthesizing a wide array of funcitonalized quinolines with the merits of broad substrate scope, good functional group tolerance, excellent hydrogen transfer selectivity, reusable earth-abundant metal catalyst, and operational simplicity. The developed chemistry paves the ways for further design of hydrogen transfer-mediated coupling reactions by developing heterogeneous catalysts with suitable supports.

Diethyloxalate as “CO” Source for Palladium-Catalyzed Ethoxycarbonylation of Bromo- and Chloroarene Derivatives

Palladium(II)-catalyzed ethoxycarbonylation of aryl bromides with diethyloxalate oxalate is described. Functionalized aromatic esters can be efficiently synthesized with only 0.65 mol % PdCl2(PPh3)2 catalyst under microwav

Polythiophene-Encapsulated Bimetallic Au-Fe3O4 Nano-Hybrid Materials: A Potential Tandem Photocatalytic System for Nondirected C(sp2)-H Activation for the Synthesis of Quinoline Carboxylates

Hetero-oligophenylene derivative 3 appended with thiophene moieties has been designed and synthesized which undergoes aggregation to form J-type fluorescent aggregates in in H2O/THF (7/3) media. These aggregates served as reactors for the preparation of bimetallic Au-Fe3O4 NPs. During the reduction process, aggregates of derivative 3 were oxidized to the polythiophene species 4. Interestingly, the polythiophene species 4, having a fibrous morphology, served as a shape- and morphology-directed template for assembly of bimetallic Au-Fe3O4 NPs in a flower-like arrangement. Furthermore, polythiophene-encapsulated bimetallic 4:Au-Fe3O4 nanohybrid materials served as an efficient and recyclable catalytic system for C(sp2)-H bond activation of unprotected electron-rich anilines for the construction of synthetically versatile quinoline carboxylates via C-H activation, carbonylation, and subsequent annulation under mild and eco-friendly conditions (aqueous media, room temperature, visible-light irradiation, and aerial conditions).

5-AMINO-4-CARBAMOYL-PYRAZOLE COMPOUNDS AS SELECTIVE AND IRREVERSIBLE T790M OVER WT-EGFR KINASE INHIBITORS AND USE THEREOF????

Disclosed are compounds of Formula (I), pharmaceutical compositions comprising the same, processes for the preparation thereof, and the use thereof.

Acid Chloride Synthesis by the Palladium-Catalyzed Chlorocarbonylation of Aryl Bromides

We report a palladium-catalyzed method to synthesize acid chlorides by the chlorocarbonylation of aryl bromides. Mechanistic studies suggest the combination of sterically encumbered PtBu3 and CO coordination to palladium can rapidly equilibrate the oxidative addition/reductive elimination of carbon-halogen bonds. This provides a useful method to assemble highly reactive acid chlorides from stable and available reagents, and can be coupled with subsequent nucleophilic reactions to generate new classes of carbonylated products. The Good, the Bad and the Bulky! By employing a sterically encumbered phosphine ligand, tri-tert-butyl phosphine, under palladium catalysis inert aryl bromides are chlorocarbonylated to create reactive acid chlorides by reversible carbon-halogen bond reductive elimination. This general platform allows for an expanded scope of the Heck carbonylation reaction to include previously incompatible nucleophiles.

Copper-catalyzed domino SN2′/coupling reaction: A versatile and facile synthesis of cyclic compounds from baylis-hillman acetates

A variety of substituted quinoline/pyridine, thiochromene and naphthalene derivatives, which might be of biological and medicinal value, were synthesized by copper-catalyzed domino SN2′/coupling, SN2′ /deacylation/coupling and SN2′/coupling/elimination reactions. The method provides a general and convenient approach to the synthesis of various substituted cyclic compounds from the corresponding Baylis-Hillman (B-H) acetates and N-/S-/C-nucleophiles. Copyright

Synthesis of 2,4-unsubstituted quinoline-3-carboxylic acid ethyl esters from arylmethyl azides via a domino process

A convenient synthesis of 2,4-unsubstituted quinoline-3-carboxylic acid ethyl esters via a domino process is described. The synthesis employs arylmethyl azides as the precursor which undergoes an acid-promoted rearrangement to give an N-aryl iminium ion. Following the addition with ethyl 3-ethoxyacrylate, intramolecular electrophilic aromatic substitution, elimination and subsequent oxidation, the quinoline products were obtained in moderate to excellent yields.

Iodine-mediated intramolecular electrophilic aromatic cyclization in allylamines: A general route to synthesis of quinolines, pyrazolo[4,3-b] pyridines, and thieno[3,2-b]pyridines

An unprecedented synthesis of aromatic ring annulated pyridines from suitably substituted primary allylamines via intramolecular electrophilic aromatic cyclization mediated by molecular iodine under mild conditions is described.

Using Morita-Baylis-Hillman acetates of 2-azidobenzaldehydes for the synthesis of 2-alkoxy-3-cyanomethylquinolines and alkyl quinoline-3-carboxylates

Figure represented. A simple method for the synthesis of several 2-alkoxy-3-cyanomethylquinolines and alkyl quinoline-3-carboxylates using iminophosphorane-mediated cyclization reactions of 3-(2-azidophenyl)-2- cyanomethylpropenoates and 3-(2-azidophenyl)-2-nitromethylpropenoates has been developed. These compounds were readily obtained from the Morita-Baylis-Hillman acetates of 2-azidobenzaldehydes using potassium cyanide or sodium nitrite, respectively. J. Heterocyclic Chem., (2011)