108166-01-4

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 2-Methyl-6-quinolinecarboxylate is used as an intermediate in the synthesis of pharmaceuticals for its contribution to the creation of quinolines. These quinolines possess antimicrobial and antimalarial properties, making them essential in developing treatments for various diseases.
Used in Agricultural Chemicals:
In the agricultural sector, Methyl 2-Methyl-6-quinolinecarboxylate serves as a building block in the development of agricultural chemicals, potentially contributing to pest control and crop protection solutions.
Used in Dye and Pigment Production:
Methyl 2-Methyl-6-quinolinecarboxylate is utilized as a key component in the production of dyes and pigments, given its chemical properties that lend themselves to colorant creation, thus finding applications in various industries that require coloring agents.
Used in Organic Compounds Synthesis:
Methyl 2-Methyl-6-quinolinecarboxylate is also used in the synthesis of other organic compounds, underlining its versatility and importance in organic chemistry for creating a range of valuable products.

Upstream product

• 67-56-1 methanol 
• 635-80-3 quinaldine-6-carboxylic acid 
• 109-92-2 ethyl vinyl ether 
• 619-45-4 4-methoxycarbonyl aniline 
• 150-13-0 4-amino-benzoic acid 
• 598-32-3 2-hydroxy-3-butene 
• 17012-22-5 methyl 4-acetamidobenzoate 
• 19718-49-1 4-amino-3-iodobenzoic acid methyl ester 
• 872-36-6 vinylene carbonate 

Downstream Products

• 37535-43-6 2-methylquinoline-6-carboxamide 
• 124551-29-7 methyl 2-styryl-6-quinolinecarboxylate 

Relevant academic research and scientific papers

Rhodium-Catalyzed C-H Annulation of Free Anilines with Vinylene Carbonate as a Bifunctional Synthon

Chemical transformation with vinylene carbonate as an emerging synthetic unit has recently attracted considerable attention. This report is a novel conversion pattern with vinylene carbonate, in which such a vibrant reagent unprecedentedly acts as a difunctional coupling partner to complete the C-H annulation of free anilines. From commercially available substrates, this protocol leads to the rapid construction of synthetically versatile 2-methylquinoline derivatives (43 examples) with excellent functionality tolerance.

Synthesis, spectral and photochemical properties of a biphotochromic dyad based on 3-styrylbenzo[f]quinoline and 2-[2-(pyren-1-yl)ethenyl]quinoline

A biphotochromic dyad, in which the styrylbenzo[f]quinoline (SBQ) and 2-[(2-(pyren-1-yl)ethenyl]quinoline (PEQ) moieties are linked to each other via an ester bridge, and the corresponding model monophotochromic compounds were synthesized. The investigation of the spectral and photochemical properties of the dyad and their comparison with the model compounds revealed efficient F?rster resonance energy transfer (FRET), resulting in quenching of fluorescence and photoisomerization of the SBQ photochrome and sensitization of the same processes for the PEQ photochrome. Density functional theory calculations at the TD CAM-B3LYP/6-31G* level adequately reproduce the main features of the absorption spectra of the dyad as a biphotochromic system.

Blue-light-promoted carbon-carbon double bond isomerization and its application in the syntheses of quinolines

A blue-light-promoted carbon-carbon double bond isomerization in the absence of any photoredox catalyst is reported. It provides rapid access to a series of quinolines in good to excellent yields under simple aerobic conditions. The protocol is direct, catalyst-free and operationally convenient.

Traceless Directing-Group Strategy in the Ru-Catalyzed, Formal [3 + 3] Annulation of Anilines with Allyl Alcohols: A One-Pot, Domino Approach for the Synthesis of Quinolines

A unique, ruthenium-catalyzed, [3 + 3] annulation of anilines with allyl alcohols in the synthesis of substituted quinolines is reported. The method employs a traceless directing group strategy in the proximal C-H bond activation and represents a one-pot Domino synthesis of quinolines from anilines.

Tris(pentafluorophenyl)borane-Catalyzed Acceptorless Dehydrogenation of N-Heterocycles

Catalytic acceptorless dehydrogenation is an environmentally benign way to desaturate organic compounds. This process is traditionally accomplished with transition-metal-based catalysts. Herein, a borane-catalyzed, metal-free acceptorless dehydrogenation of saturated N-heterocycles is disclosed. Tris(pentafluorophenyl)borane was identified as a versatile catalyst, which afforded several synthetically important N-heteroarenes in up to quantitative yield. Specifically, the present metal-free catalytic system exhibited a uniquely high tolerance toward sulfur functionalities, and demonstrated superior reactivity in the synthesis of benzothiazoles compared to conventional metal-catalyzed systems. This protocol can thus be regarded as the first example of metal-free acceptorless dehydrogenation in synthetic organic chemistry.

NOVEL 3,5-DISUBSTITUTED-3H-IMIDAZO[4,5-B]PYRIDINE AND 3,5- DISUBSTITUTED -3H-[1,2,3]TRIAZOLO[4,5-B] PYRIDINE COMPOUNDS AS MODULATORS OF C-MET PROTEIN, ETC

The present invention provides compounds useful as c-Met protein kinase modulators, methods of preparing them, pharmaceutical compositions containing them and methods of treatment, prevention and/or amelioration of c-Met kinase mediated disease or disorders with them.

FUSED 1,4-DIHYDRODIOXIN DERIVATIVES AS INHIBITORS OF HEAT SHOCK TRANSCRIPTION FACTOR 1

The present invention relates to compounds of formula I wherein A1, A2 R4 and Q are as defined herein. The compounds of the present invention are inhibitors of heat shock factor 1 (HSF1). In particular, the present invention relates to the use of these compounds as therapeutic agents for the treatment and/or prevention of proliferative diseases, such as cancer. The present invention also relates to processes for the preparation of these compounds, and to pharmaceutical compositions comprising them.

NOVEL 3,5-DISUBSTITUED-3H-IMIDAZO[4,5-B]PYRIDINE AND 3,5- DISUBSTITUED -3H-[1,2,3]TRIAZOLO[4,5-B] PYRIDINE COMPOUNDS AS MODULATORS OF C-MET PROTEIN KINASES

The present invention provides compounds useful as C-met protein kinase modulators, methods of preparing them, pharmaceutical compositions containing them and methods of treatment, prevention and/or amelioration of C-met kinase mediated diseases or disorders with them.

Assembly of substituted 2-alkylquinolines by a sequential palladium-catalyzed Ci-N and Ci-C bond formation

Diversity: A range of substituted 2-alkylquinolines can be prepared in a general and efficient synthetic approach that employs mild reaction conditions (see scheme). The synthesis is based on a sequential palladium-catalyzed Ci-N and Ci-C bond formation, followed by palladium-catalyzed aromatization, and results in the formation of the desired compounds in one step. Copyright

Intramolecular cyclization reactions of unsaturated amino Fischer chromium carbenes forming indoles and quinolines

A thermally induced intramolecular annulation reaction of N-(2-alkenylphenyl)amino substituted Fischer chromium carbenes has been extensively examined. The carbene complexes were prepared in moderate to good yields by reaction of 2-aminostyrenes with intermediately formed acyloxy substituted carbenes. Upon heating, the thermally labile carbenes decomposed producing indoles and quinolines as the major products. The product distribution was found to be highly dependent on the substitution pattern and electronic properties of the starting material, and on the solvent used.