3-Bromo-4-chloro-7-methoxyquinoline

Base Information

• Chemical Name: 3-Bromo-4-chloro-7-methoxyquinoline
• CAS No.: 1203579-63-8
• Molecular Formula: C10H7BrClNO
• Molecular Weight: 272.52568
• Hs Code.: 2933499090
• Mol file: 1203579-63-8.mol

Synonyms:3-Bromo-4-chloro-7-methoxyquinoline

Chemical Property of 3-Bromo-4-chloro-7-methoxyquinoline

Chemical Property:

• PSA: 22.12000
• LogP: 3.65930

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-4-chloro-7-methoxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Bromo-4-chloro-7-methoxyquinoline

There total 2 articles about 3-Bromo-4-chloro-7-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: 92.0%

3-bromo-7-methoxyquinolin-4-ol (1204810-18-3) → 3-bromo-4-chloro-7-methoxyquinoline (1203579-63-8)

Guidance literature:

With trichlorophosphate; In 1,4-dioxane; at 90 ℃; for 3h;

DOI:10.1039/d1cc04335h

Reference yield:

4-hydroxy-7-methoxyquinoline (82121-05-9) → 3-bromo-4-chloro-7-methoxyquinoline (1203579-63-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / N,N-dimethyl-formamide / 18 h / 55 °C

2: trichlorophosphate / 1,4-dioxane / 3 h / 90 °C

With N-Bromosuccinimide; trichlorophosphate; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1039/d1cc04335h

Reference yield:

3-bromo-4-chloro-7-methoxyquinoline (1203579-63-8) → 3-[4-(4-fluoro-3-methylphenyl)-7-hydroxy-3-isopropyl-2-quinolyl]bicyclo[1.1.1]pentane-1-carboxylic acid

Guidance literature:

Multi-step reaction with 5 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium carbonate / 1,4-dioxane; water / 12 h / 70 °C

2: sodium carbonate; tricyclohexylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 12 h / 120 °C

3: palladium on activated charcoal; hydrogen / ethanol / 12 h / 20 °C

4: trifluoroacetic acid; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate / N,N-dimethyl acetamide / 2 h / Inert atmosphere; Irradiation

5: boron tribromide / dichloromethane / 18 h / 0 - 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; palladium on activated charcoal; hydrogen; boron tribromide; sodium carbonate; potassium carbonate; trifluoroacetic acid; tricyclohexylphosphine; In 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;

upstream raw materials:

3-bromo-7-methoxyquinolin-4-ol

4-hydroxy-7-methoxyquinoline