75353-50-3

Usage

Uses

Used in Pharmaceutical Industry:
3-Quinolinecarboxylic acid, 2-amino-, methyl ester (9CI) is used as an intermediate in the synthesis of various pharmaceuticals for its potential to contribute to the development of new drugs. Its enhanced lipophilicity and bioavailability make it a promising candidate for improving the efficacy of certain medications.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Quinolinecarboxylic acid, 2-amino-, methyl ester (9CI) is utilized as a building block in the creation of pesticides and other agrochemicals, capitalizing on its antifungal and antibacterial properties to protect crops and enhance agricultural productivity.
Used in Antimicrobial Applications:
3-Quinolinecarboxylic acid, 2-amino-, methyl ester (9CI) is employed as an antimicrobial agent, leveraging its antifungal and antibacterial activities to combat infections in various settings, including medical and environmental applications.
Used in Drug Development Research:
3-Quinolinecarboxylicacid,2-amino-,methylester(9CI) is used in research for drug development, where its unique properties are explored for potential therapeutic applications, particularly in the treatment of infectious diseases and as a component in the design of novel pharmaceutical agents.

Upstream product

• 67-56-1 methanol 
• 31407-29-1 acide amino-2 quinoleine carboxylique-3 
• 88704-86-3 methyl (E)-2-cyano-3-(2-nitrophenyl)acrylate 
• 552-89-6 2-nitro-benzaldehyde 
• 105-34-0 methyl 2-cyanoacetate 

Downstream Products

• 75353-55-8 amino-2 hydroxymethyl-3 quinoleine 

Relevant academic research and scientific papers

Facile and efficient synthesis of 2-aminoquinoline derivatives reduced by Zn/AcOH

In this paper, a simple and efficient method for one-pot synthesis of 2-aminoquinolines was accomplished in good yields via reductive cyclization of nitro and cyano groups mediated by zinc/acetic acid is reported.

NH4Cl/Zn powder: An efficient, chemoselective reducing catalyst for the microwave-assisted synthesis of 2,3-disubstituted quinolines via tandem Knoevenagel condensation

An efficient, a hitherto unreported, sustainable, and environmentally friendly microwave-assisted synthesis of 2,3-disubstituted quinolines by reductive cyclization of 2-nitrobenzaldehydes and various active methylene compounds via tandem Knoevenagel condensation promoted by an efficient eco-friendly, chemoselective reducing catalyst ammonium chloride (NH4Cl) and zinc powder was developed. This present methodology is a mild, green, efficient, and environmentally benign process as it eliminates the harsh reaction conditions, non-volatile solvents, relatively expensive reagents, high catalyst loading, and also provides a number of other benefits like fast synthesis, simple reaction set-up, and good to the excellent yield of the products.

Lactam compound and preparation method thereof

The invention discloses a lactam compound and a preparation method thereof. The preparation method comprises the following step: reacting a compound shown in a formula I with a compound shown in a formula II to obtain a compound shown in a formula III or IV under the action of an oxidant in the presence of an inert solvent and a palladium catalyst. According to the preparation method, air can be used as the oxidant, no additive is required, the method is high in reaction speed, clean in reaction system, atom-economic, consistent with the sustainable development technical requirements of economy and environment friendliness, convenient to operate and low in cost, and can be implemented under a mild condition, and moreover, a reaction byproduct is only monomolecular H2O. (The formulae are shown in the description).

Pd-Catalyzed α-Selective C-H Functionalization of Olefins: En Route to 4-Imino-β-Lactams

Pd-catalyzed α-olefinic C-H activation of simple α,β-unsaturated olefins has been developed. 4-imino-β-lactam derivatives were readily synthesized via activation of α-olefinic C-H bonds with excellent cis stereoselectivity. A wide range of heterocycles at the β-position are compatible with this reaction. The product of 4-imino-β-lactam derivatives can be readily converted to 2-aminoquinoline which exists extensively in pharmaceutical drugs and natural products.

Low-valent titanium induced reductive coupling of nitriles with nitro compounds

The intermolecular and intramolecular reductive coupling of a cyano group with a nitro group induced by a low-valent titanium reagent prepared from TiCl4/Sm was studied. Amidines and 2-aminoquinolines derivatives are prepared in good yields under mild conditions respectively.

Facile and Efficient Synthesis of 2-Aminoquinoline-3-carboxylic Acid Derivatives via Reductive Cyclization of Nitro and Cyano Groups Induced by Low-valent Titanium

A short and facile synthesis of a series of 2-aminoquinoline-3-carboxylic acid derivatives was accomplished in good yields via the intramolecular reductive cyclization of nitrocyano olefins promoted by TiCl4/Zn.

Samarium(II) iodide induced reductive coupling of nitriles with nitro compounds

The intermolecular and intramolecular reductive coupling of a cyano group with a nitro group induced by SmI2 was studied. Amidines and 2-aminoquinoline derivatives are prepared in good yields under neutral and mild conditions respectively.

Sur les orthoamino formyl quinoleines, nouveaux synthons heterocycliques

Les quatre orthoamino formyl quinoleines substituees sur le cycle pyridinique ont ete synthetisees par oxydation des amino hydroxymethyl quinoleines correspondantes.Parmi toutes les methodes envisagees, seule cette derniere a permis la preparation de l'amino-3 formyl-2 quinoleine, compose relativement peu stable.Ces nouveaux composes bifonctionnels derives de la qunoleine constituent des synthons particulierement interessants pour l'elaboration de certains heterocycles.