5-Bromo-2-methoxyquinoline

Base Information

• Chemical Name: 5-Bromo-2-methoxyquinoline
• CAS No.: 99455-06-8
• Molecular Formula: C₁₀H₈BrNO
• Molecular Weight: 238.084
• DSSTox Substance ID: DTXSID50557554
• Wikidata: Q82439503
• Mol file: 99455-06-8.mol

Synonyms:5-Bromo-2-methoxyquinoline;99455-06-8;5-bromo-2-methoxy-quinoline;SCHEMBL2191375;DTXSID50557554;FKDZLLVNHCLYDM-UHFFFAOYSA-N;MB10596;G65806

Chemical Property of 5-Bromo-2-methoxyquinoline

Chemical Property:

• PSA: 22.12000
• LogP: 3.00590
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 236.97893
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

98.5% ^*data from raw suppliers

5-Bromo-2-methoxyquinoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC2=C(C=C1)C(=CC=C2)Br

Technology Process of 5-Bromo-2-methoxyquinoline

There total 6 articles about 5-Bromo-2-methoxyquinoline 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: 79.0%

methanol (67-56-1) + 5-bromo-2-chloroquinoline (99455-13-7) → 5-bromo-2-methoxyquinoline (99455-06-8)

Guidance literature:

With sodium hydride; at 20 ℃; for 1h;

Reference yield: 70.0%

methanol (67-56-1) + 5-bromoquinoline N-oxide (846038-45-7) → 5-bromo-2-methoxyquinoline (99455-06-8)

Guidance literature:

With triethylamine; p-toluenesulfonyl chloride; at 0 - 20 ℃;

DOI:10.1021/jacs.0c05373

Reference yield:

sodium methylate (124-41-4) + 5-bromo-2-chloroquinoline (99455-13-7) → 5-bromo-2-methoxyquinoline (99455-06-8)

Guidance literature:

In methanol; Heating;

DOI:10.1021/jm00118a034

upstream raw materials:

sodium methylate

5-bromo-2-chloroquinoline

5-bromoquinolin-2(1H)-one

(E)-N-(3-bromophenyl)-3-ethoxypropenamide

Refernces

• 1、 -. "BMP INHIBITORS AND METHODS OF USE THEREOF". Page/Page column 131. . Retrieved 2014/10/15.
• 2、 Alabaster,Bell,Campbell,Ellis,Henderson,Roberts,Ruddock,Samuels,Stefaniak. "2(1H)-Quinolinones with cardiac stimulant activity. 1. Synthesis and biological activities of (six-membered heteroaryl)-substituted derivatives". . p. 2048 - 2056. Retrieved 2007/10/02.