36023-01-5

Basic information

• Product Name: 5-Brom-6-methoxychinolin
• Synonyms: 5-Brom-6-methoxychinolin;5-bromo-6-methoxyquinoline
• CAS NO: 36023-01-5
• Molecular Formula: C₁₀H₈BrNO
• Molecular Weight: 238.08062
• Mol File: 36023-01-5.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Brom-6-methoxychinolin(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Brom-6-methoxychinolin(36023-01-5)
• EPA Substance Registry System: 5-Brom-6-methoxychinolin(36023-01-5)

Safety Data

• Hazardous Substances Data: 36023-01-5(Hazardous Substances Data)

Usage

General Description

5-Brom-6-methoxyquinoline is a chemical compound that is classified as a quinoline derivative. It is characterized by the presence of a bromine atom at the 5-position and a methoxy group at the 6-position of the quinoline ring. 5-Brom-6-methoxychinolin has potential applications in the field of medicinal chemistry due to its pharmacological properties, including its ability to act as an inhibitor of certain biological targets. Its chemical structure and properties make it a valuable intermediate for the synthesis of various pharmaceuticals and agrochemicals. Additionally, it is used as a building block in the development of new organic compounds for research and industrial purposes. Overall, 5-Brom-6-methoxyquinoline is a versatile chemical with potential applications in diverse fields such as drug discovery and agrochemical development.

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Relevant articles and documents

A Bulky Chiral N-Heterocyclic Carbene Palladium Catalyst Enables Highly Enantioselective Suzuki-Miyaura Cross-Coupling Reactions for the Synthesis of Biaryl Atropisomers

Axially chiral biaryl scaffolds are essential structural units in chemistry. The asymmetric Pd-catalyzed Suzuki-Miyaura cross-coupling reaction has been widely recognized as one of the most practical methods for constructing atropisomers of biaryls. However, longstanding challenges remain in this field. For example, substrate scope is often narrow and specialized, functional groups and heterocycles can lead to reduced reactivity and selectivity, bulky ortho-substituents are usually needed, and reported methods are generally inapplicable to tetra-ortho-substituted biaryls. We have developed an unprecedented highly enantioselective N-heterocyclic carbene (NHC)-Pd catalyzed Suzuki-Miyaura cross-coupling reaction for the synthesis of atropisomeric biaryls. These reactions enable efficient coupling of aryl halides (Br, Cl) or aryl triflates with various types of aryl boron compounds (B(OH)2, Bpin, Bneo, BF3K), tolerate a remarkably broad scope of functional groups and heterocycles (>41 examples), employ low loading of catalyst (0.2-2 mol %), and proceed under mild conditions. The protocol provided general and efficient access to various atropisomeric biaryls and heterobiaryls in excellent enantioselectivities (up to 99% ee) with no need of using bulky ortho-substituted substrates and was effective for the synthesis of tetra-ortho-substituent biaryls. Moreover, the method was successfully applied to the diastereo- and enantioselective synthesis of atropisomeric ternaphthalenes. Critical to the success of the reaction is the development and application of an extremely bulky C2-symmetric chiral NHC, (R,R,R,R)-DTB-SIPE, as the ligand for palladium. To the best of our knowledge, this is the first highly enantioselective (>90% ee) example of a chiral NHC-metal-catalyzed C(sp2)-C(sp2) cross-coupling reaction.

Organic light-emitting compound and organic electroluminescent device containing the same

The present invention provides an organic light-emitting compound, which is a 5,6-substituted triazinyl quinoline derivative organic light-emitting compound represented by the following chemical formula a. The chemical formula a: When the above-mentioned 5,6-substituted triazinyl quinoline derivative organic light-emitting compound is included in an organic electroluminescent device, the inventioncan excellently meet the appropriate energy level, electrochemical stability and thermal stability.

Kinetic Resolution of Axially Chiral 5- or 8-Substituted Quinolines via Asymmetric Transfer Hydrogenation

An efficient kinetic resolution of axially chiral 5- or 8-substituted quinoline derivatives was developed through asymmetric transfer hydrogenation of heteroaromatic moiety, simultaneously obtaining two kinds of axially chiral skeletons with up to 209 of selectivity factor. This represents the first successful application of asymmetric transfer hydrogenation of heteroaromatics in kinetic resolution of axially chiral biaryls.