5-Bromo-8-methoxyquinoline

Base Information

• Chemical Name: 5-Bromo-8-methoxyquinoline
• CAS No.: 10522-47-1
• Molecular Formula: C10H8BrNO
• Molecular Weight: 238.084
• DSSTox Substance ID: DTXSID40405813
• Nikkaji Number: J1.415.200H
• Wikidata: Q82210523
• Mol file: 10522-47-1.mol

Synonyms:5-bromo-8-methoxyquinoline;10522-47-1;MFCD04966996;5-bromo-8-methoxyquinoline(SALTDATA: HCl);Quinoline, 5-bromo-8-methoxy-;SCHEMBL621309;DTXSID40405813;ZRQISUREPLHYIG-UHFFFAOYSA-N;AC8545;BBL022281;STK895510;AKOS001476353;SB69384;LS-08978;SY253671;CS-0132120;FT-0749814;EN300-103400

Chemical Property of 5-Bromo-8-methoxyquinoline

Chemical Property:

• Melting Point: 80-82℃
• PSA: 22.12000
• LogP: 3.00590
• Water Solubility.: Slightly soluble in water.
• XLogP3: 3.1
• 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:

97% ^*data from raw suppliers

5-Bromo-8-methoxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C2C(=C(C=C1)Br)C=CC=N2
• Uses: 5-Bromo-8-methoxyquinoline is used as an organic chemical synthesis intermediate.

Technology Process of 5-Bromo-8-methoxyquinoline

There total 1 articles about 5-Bromo-8-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: 45.0%

8-methoxyquinoline (938-33-0) → 5-bromo-8-methoxyquinoline (10522-47-1) + 5,7-dibromo-8-methoxyquinoline (17012-49-6)

Guidance literature:

With bromine; In chloroform; at 20 ℃; for 48h; Darkness;

DOI:10.2174/1570180814666170504150050

Reference yield: 94.0%

5-bromo-8-methoxyquinoline (10522-47-1) + p-tert-butylphenylboronic acid (123324-71-0) → C20H21NO

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 85 ℃; for 24h;

Reference yield: 90.0%

5-bromo-8-methoxyquinoline (10522-47-1) + phenylboronic acid (98-80-6) → 8-methoxy-5-phenylquinoline (116633-03-5)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,2-dimethoxyethane; water; at 100 ℃; for 12h;

DOI:10.1055/a-1506-3884

upstream raw materials:

8-methoxyquinoline

Downstream raw materials:

2,2-dimethyl-N-(2-(8-methoxy-5-quinolyl)phenyl)propanamide

8-methoxy-5-phenylquinoline

8-hydroxy-5-(phenyl)quinoline

5-(2-aminophenyl)-8-methoxyquinoline