2,4-diMethoxyquinoline

Base Information

• Chemical Name: 2,4-diMethoxyquinoline
• CAS No.: 40335-00-0
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• Hs Code.: 2933499090
• Mol file: 40335-00-0.mol

Synonyms:InChI=1/C11H11NO2/c1-13-10-7-11(14-2)12-9-6-4-3-5-8(9)10/h3-7H,1-2H;2,4-dimethoxy-quinoline;quinoline,2,4-dimethoxy;2,4-Dimethoxy-chinolin;2,4-dimethoxyquinolone;

Chemical Property of 2,4-diMethoxyquinoline

Chemical Property:

• Vapor Pressure: 0.00988mmHg at 25°C
• Boiling Point: 272.9°C at 760 mmHg
• Flash Point: 100°C
• PSA: 31.35000
• Density: 1.148g/cm³
• LogP: 2.25200
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

90%,98% ^*data from raw suppliers

Yu Borylation Ligand ≥95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: The Yu Borylation Ligand in tandem with bis(pinacolato)diboron (Aldrich 473294) under palladium catalysis can promote direct borylation of C(sp3)-H bonds. Yu and coworkers have displayed this on both alanine-derived amides and cyclopropanes with directing group assistance from the Yu-Wasa Auxiliary (Aldrich 791806).

Technology Process of 2,4-diMethoxyquinoline

There total 7 articles about 2,4-diMethoxyquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 73.0%

sodium methylate (124-41-4) + 2,4-dichloroquinoline (703-61-7) → 2,4-dimethoxyquinoline (40335-00-0) + 4-chloro-2-methoxyquinoline (4295-05-0)

Guidance literature:

In methanol; for 30h; Reflux;

DOI:10.1021/jm401321v

Reference yield: 70.0%

methanol (67-56-1) + 2,4-dichloroquinoline (703-61-7) → 2,4-dimethoxyquinoline (40335-00-0) + 4-chloro-2-methoxyquinoline (4295-05-0)

Guidance literature:

With sodium methylate; for 24h; Heating;

DOI:10.1039/b311281k

Reference yield: 62.0%

2,4-dichloroquinoline (703-61-7) → 2,4-dimethoxyquinoline (40335-00-0)

Guidance literature:

With sodium methylate; for 5h; Heating;

upstream raw materials:

4-Hydroxy-2-quinolone

methyl iodide

4-methoxyquinolin-2(1H)-one

sodium methylate

Downstream raw materials:

dictamnine

2,4-Dimethoxy-3-phenyl-quinoline

Refernces

• 1、 Neve, Juliette E.,Wijesekera, Hasanthi P.,Duffy, Sandra,Jenkins, Ian D.,Ripper, Justin A.,Teague, Simon J.,Campitelli, Marc,Garavelas, Agatha,Nikolakopoulos, George,Le, Phuc V.,De A. Leone, Priscila,Pham, Ngoc B.,Shelton, Philip,Fraser, Neil,Carroll, Anthony R.,Avery, Vicky M.,McCrae, Christopher,Williams, Nicola,Quinn, Ronald J.. "Euodenine A: A small-molecule agonist of human TLR4". . p. 1252 - 1275. Retrieved 2014/03/21.
• 2、 -. "MODULATORS OF ATP-BINDING CASSETTE TRANSPORTERS". Page/Page column 64. . Retrieved 2012/12/14.