886853-93-6

Basic information

• Product Name: 2-Methoxyquinoline-3-boronic acid
• Synonyms: 2-Methoxyquinoline-3-boronic acid;2-Methoxyquinolin-3-ylboronic acid;(2-methoxy-3-quinolinyl)boronic acid(SALTDATA: FREE);(2-methoxy-3-quinolinyl)boronic acid;3-Borono-2-methoxyquinoline
• CAS NO: 886853-93-6
• Molecular Formula: C₁₀H₁₀BNO₃
• Molecular Weight: 203.01
• Product Categories: blocks;BoronicAcids;Quinolines
• Mol File: 886853-93-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 254 °C
• Boiling Point: 414.2 °C at 760 mmHg
• Flash Point: 204.3 °C
• Appearance: /
• Density: 1.29 g/cm³
• Vapor Pressure: 1.33E-07mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 7.10±0.30(Predicted)
• CAS DataBase Reference: 2-Methoxyquinoline-3-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methoxyquinoline-3-boronic acid(886853-93-6)
• EPA Substance Registry System: 2-Methoxyquinoline-3-boronic acid(886853-93-6)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 886853-93-6(Hazardous Substances Data)

Usage

General Description

2-Methoxyquinoline-3-boronic acid is a chemical compound, specifically a derivative of quinoline, which is known for its bioactive composition. Its molecular formula is C11H10BNO3 and its basic structural element, quinoline, contributes to the antibacterial and anti-inflammatory properties found in many drugs. As a boronic acid compound, it is often used in Suzuki coupling, which is a type of palladium-catalyzed coupling reaction that is popular in organic chemistry for creating carbon-carbon bonds. Thanks to these properties, 2-Methoxyquinoline-3-boronic acid is commonly used in chemical and pharmaceutical research.

InChI:InChI=1/C10H10BNO3/c1-15-10-8(11(13)14)6-7-4-2-3-5-9(7)12-10/h2-6,13-14H,1H3

Upstream product

• 222317-29-5 3-bromo-2-methoxyquinoline 
• 101870-60-4 3-bromo-2-chloro-quinoline 
• 939-16-2 3-bromoquinolin-2-one 
• 6931-16-4 2-methoxy-quinoline 
• 5419-55-6 Triisopropyl borate 
• 612-62-4 2-Chloroquinoline 

Downstream Products

• 1088145-57-6 C₂₆H₂₉BrN₂O₅ 

Relevant articles and documents

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2-SUBSTITUTED INDOLES, THEIR PRECURSORS AND NOVEL PROCESSES FOR THE PREPARATION THEREOF

Disclosed are processes for the preparation of 2-substituted indole compounds wherein the 2-substituent comprises an R4 group, wherein R4 is selected from the group consisting of monocyclic aromatic, polycyclic aromatic, monocyclic heteroaromatic, polycyclic heteroaromatic, 1° alkyl, and alkenyl, all of which are optionally substituted at one or more substitutable positions with one or more suitable substituents, and wherein R4 is bonded to the 2-position of the indole ring via a C-C bond; the process comprising reacting an ortho-gem-dihalovinylaniline compound of the formula (I): wherein Halo comprises Br, Cl, or I; each of the one or more R1 is independently selected from the group consisting of H, fluoro, lower alkyl, lower alkenyl, lower alkoxy, aryloxy, lower haloalkyl, lower alkenyl, -C(O)O-lower alkyl, monocyclic or polycyclic aryl or heteroaryl moiety, or R1 is an alkenyl group bonded so to as to form a 4- to 20-membered fused monocycle or polycyclic ring with the indole ring; all of which are optionally substituted with one or more suitable substituents at one or more substitutable positions; R2 comprises H, alkyl, cycloalkyl, aryl, heteroaryl, aryl-loweralkyl-, or heteroaryl-loweralkyl-, all of which are optionally substituted at one or more substitutable positions with one or more suitable substituents; R3 comprises H, alkyl, haloalkyl, alkenyl, alkynyl, aryl, heteroaryl, cycloalkyl, heterocycle, aryl-(C1-6)alkyl-, or heteroaryl-loweralkyl-, all of which are optionally substituted at one or more substitutable positions with one or more suitable substituents; with an organoboron reagent selected from the group consisting of a boronic ester of R4, a boronic acid of R4, a boronic acid anhydride of R4, a trialkylborane of R4 and a 9-BBN derivative of R4; in the presence of a base, a palladium metal pre-catalyst and a ligand under reaction conditions effective to form the 2-substituted indole compound. Also disclosed are processes for the preparation of ortho-gem-dihalovinylaniline compounds. Novel compounds prepared by the processes and novel uses of the compounds are likewise disclosed.